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[ CAS No. 611-17-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

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Chemical Structure| 611-17-6

Chemical Structure| 611-17-6

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Quality Control of [ 611-17-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 611-17-6 ]

SDS Specification

Alternatived Products of [ 611-17-6 ]

Product Citations

Product Details of [ 611-17-6 ]

CAS No. :	611-17-6	MDL No. :	MFCD00000566
Formula :	C₇H₆BrCl	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PURSZYWBIQIANP-UHFFFAOYSA-N
M.W :	205.48	Pubchem ID :	11905
Synonyms :		Chemical Name :	1-(Bromomethyl)-2-chlorobenzene

Safety of [ 611-17-6 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P261-P280-P305+P351+P338-P310	UN#:	3265
Hazard Statements:	H314-H335	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 611-17-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 611-17-6 ]
Downstream synthetic route of [ 611-17-6 ]

[ 611-17-6 ] Synthesis Path-Upstream 1~3

1
[ 611-17-6 ]
[ 75-05-8 ]
[ 7315-17-5 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2015, vol. 63, # 13, p. 3377 - 3386
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 43, p. 13351 - 13355[3] Angew. Chem., 2017, vol. 129, p. 13536 - 13540,5

2
[ 611-17-6 ]
[ 85650-56-2 ]

Reference： [1] Patent: WO2012/40845, 2012, A1,
[2] Patent: WO2012/40845, 2012, A1,

3
[ 611-17-6 ]
[ 866028-26-4 ]

Reference： [1] ChemMedChem, 2016, p. 1790 - 1803

[ 611-17-6 ] Synthesis Path-Downstream 1~8

1
[ 705280-65-5 ]
[ 611-17-6 ]
[ 808736-62-1 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 20℃; for 4.0h;	To a solution of <strong>[705280-65-5]dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate</strong> obtained in Preparation 1 (261mg) in dimethylformamide (3mL), was added 2-chlorobenzyl bromide (218mg) and N,N-diisopropylethylamine (0.28mL), and the mixture was stirred at room temperature for 4hrs.The resulting mixture was diluted with ethyl acetate, and washed successively water and brine. The organic layer was dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel eluting with chloroform and ethyl acetate (4:1) to give the target compound (146mg).NMR (CDC13) : 8 3.81(3H, s), 3.94(3H, s), 5.57(2H, s), 6.52(1H, dd, J=2,8Hz), 7.13 - 7.48(2H, m), 7.42(1H, dd, J=2,8Hz).

Reference： [1]Patent: WO2004/108730,2004,A1 .Location in patent: Page 15-16

2
[ 150008-24-5 ]
[ 611-17-6 ]
[ 1229313-13-6 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 2942 - 2945

3
[ 53241-92-2 ]
[ 611-17-6 ]
[ 1345869-47-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 6652 - 6656

4
[ 611-17-6 ]
[ 57473-33-3 ]
[ 1366126-71-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 2230 - 2234

5
[ 1303587-99-6 ]
[ 611-17-6 ]
2-chloro-8-(2-chlorobenzyl)-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0℃; for 1h;Inert atmosphere;	Synthesis of 2-chloro-8-(2-chlorobenzyl)-7 , 8-dihydro-6H-pyrimido [5, 4-b] [I, 4] oxazine [0461] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (150 mg, 0.87 mmol) in DMF (5 mL) under argon atmosphere were added sodium hydride (42 mg, 1.75 mmol) and l-(bromomethyl)-2-chlorobenzene (215 mg, 1.05 mmol) at 0 C. The reaction mixture was stirred for 1 h at 0 C. After consumption of the starting materials (monitored by TLC), the reaction was diluted with cold water (10 mL) and extracted with CH2CI2 (2 x 10 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford 2-chloro-8-(2-chlorobenzyl)-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (160 mg, 62%) as an off-white solid . This compound was used without further purification. 1H-NMR (OMSO-d6, 500 MHz): delta 7.79 (s, 1H), 7.51-7.49 (m, 1H), 7.40-7.25 ( m, 3H), 4.83 (s, 2H), 4.29-4.25 (m, 2H), 3.57-3.51 (m, 2H); LCMS: 295.8 (M+l); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 muiotaeta); RT 3.76 min 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 100% EtOAc (R 0.6).

Reference： [1]Patent: WO2015/66697,2015,A1 .Location in patent: Paragraph 0461

6
[ 34113-69-4 ]
[ 611-17-6 ]
C₂₁H₁₅Cl₃O₃ [ No CAS ]

Reference： [1]ChemMedChem,2016,vol. 11,p. 283 - 288

7
[ 185613-91-6 ]
[ 611-17-6 ]
4-(benzo[d][1,3]dioxol-5-yl)-N-(2-chlorobenzyl)thiazole-2-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
18%		General procedure: A solution of <strong>[185613-91-6]4-(benzo[d][1,3]dioxol-5-yl)thiazol-2-amine</strong> (1.0 equiv) and NaH (1.5 equiv) in THF was stirred at room temperature. After 1 h, benzyl bromide (1.5 equiv) was added and stirring was continued for 10 more min. The reaction progress was monitored by TLC. After completion of the reaction, quenched with saturated NH4Cl solution and extracted with EtOAc, the organic layer was dried over MgSO4, filtered, concentrated invacuo. The residue was purified by silica gel column chromatography (16% EtOAc/hexanes) to afford desired product.
17.6%		4-(Benzo[d][1,3]dioxol-5-yl)thiazol-2-amine(2) (1.00 g, 4.54 mmol) and NaH (0.164 g, 6.82 mmol) to THF (15 ml) todissolved and then allowed to react at room temperature for 1 hour under a nitrogen stream. After dropwise addition of 2-chlorobenzylbromide (1.40 g, 6.82 mmol) slowly at room temperature and reacted for 10 minutes. After the reaction wasfinished, it was concentrated under reduced pressure and extracted three times into a saturated solution of NaHCO3 isdissolved in ethyl acetate. The ethyl acetate layer was separated and dried with anhydrous Na2SO4, then purified by columnchromatography (Ethyl acetate: Hexane = 1: 5) to give the compound 1e to give. Yield 17.6%

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 4854 - 4857
[2]Patent: KR101651208,2016,B1 .Location in patent: Paragraph 0142-0144

8
[ 611-17-6 ]
[ 4983-28-2 ]
C₁₁H₈Cl₂N₂O [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 543 - 548

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Isomers

Technical Information

? Alkyl Halide Occurrence ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Preparation of Alkylbenzene ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Vilsmeier-Haack Reaction

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[ 611-17-6 ]

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Code	Phrase
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P102	Keep out of reach of children.
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Prevention
Code	Phrase
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P221	Take any precaution to avoid mixing with combustibles
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P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
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P234	Keep only in original container.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
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P321
P322
P330	Rinse mouth.
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P337	If eye irritation persists:
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P342	If experiencing respiratory symptoms:
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
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P410 + P403	Protect from sunlight. Store in a well-ventilated place.
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H221	Flammable gas
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H301	Toxic if swallowed
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H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
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H316	Causes mild skin irritation
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H319	Causes serious eye irritation
H320	Causes eye irritation
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H371	May cause damage to organs
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H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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