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[ CAS No. 3140-92-9 ] {[proInfo.proName]}

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Chemical Structure| 3140-92-9
Chemical Structure| 3140-92-9
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Product Details of [ 3140-92-9 ]

CAS No. :3140-92-9 MDL No. :MFCD00043889
Formula : C4H2Br2S Boiling Point : -
Linear Structure Formula :- InChI Key :WAQFYSJKIRRXLP-UHFFFAOYSA-N
M.W : 241.93 Pubchem ID :2724560
Synonyms :

Safety of [ 3140-92-9 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P261-P280-P301+P310-P305+P351+P338 UN#:2922
Hazard Statements:H301-H315-H318-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 3140-92-9 ]

* 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.

  • Downstream synthetic route of [ 3140-92-9 ]

[ 3140-92-9 ] Synthesis Path-Downstream   1~6

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YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate; In dimethyl sulfoxide; at 15 - 25℃; for 2h;Large scale; Selective de-bromination of A provided 2,4 dibromothiophene B according to the following procedure. Dimethyl sulfoxide (DMSO, 330 L) was charged to reactor. 2,3,5- tribromothiophene A (33 kg, 1.0 equiv) was charged to the reaction mass under stirring. The reaction mass was cooled to 15-20C. Sodium borohydride (7.8 kg, 2.0 equiv) was charged lot wise to the reaction mass in 2. Oh maintaining temperature 15 to 20 C. The reaction mass was heated to 20 to 25C and maintained until the reaction was completed. The reaction mass was quenched in water (660 L) at 10 to 15 C and the product was extracted into toluene (5 x 165 L). The combined organic layer was washed with water (165 L). The organic layer was dried over anhydrous sodium sulfate (8.0 kg) and concentrated under reduced pressure below 50 C to yield 2,4 dibromothiophene B. The spectral properties of this molecule are consistent with commercially available material. iii.
With sodium tetrahydroborate; In dimethyl sulfoxide; at 15 - 25℃;Large scale; ii. De-Bromination to prepare intermediate 8: [0151j Selective de-bromination of 7 provided 8 according to the following procedure.Dimethyl sulfoxide (DMSO, 330 L) was charged to reactor. <strong>[3141-24-0]2,3,5-tribromothiophene</strong> (33 kg, 1.0equiv) was charged to the reaction mass under stirring. The reaction mass was cooled to15-20 C. Sodium borohydride (7.8 kg, 2.0 equiv) was charged lot wise to the reaction mass in2.0 h maintaining temperature 15 to 20 C. The reaction mass was heated to 20 to 25C andmaintained until the reaction was completed. The reaction mass was quenched in water (660 L) at 10 to 15 C and the product was extracted into toluene (5 x 165 L). The combined organic layer was washed with water (165 L). The organic layer was dried over anhydrous sodium sulfate (8.0 kg) and concentrated under reduced pressure below 50 C to yield 2,4 dibromothiophene. The spectral properties of this molecule are consistent with commerciallyavailable material.
With sodium tetrahydroborate; In dimethylsulfoxide-d6; at 10 - 25℃; 2. De-Bromination to prepare intermediate 8 [0159j Dimethyl sulfoxide (DMSO, 330 L) was charged to reactor. <strong>[3141-24-0]2,3,5-tribromothiophene</strong> (33 kg, 1.0 equiv) was charged to the reaction mass under stirring. The reaction mass was cooledto 15-20C. Sodium borohydride (7.8 kg, 2.0 equiv) was charged lot wise to the reaction mass in2.Oh maintaining temperature 15 to 20 C. The reaction mass was heated to 20 to 25C and maintained until the reaction was completed. The reaction mass was quenched in water (660 L) at 10 to 15 C and the product was extracted into toluene (5 x 165 L). The combined organic layer was washed with water (165 L). The organic layer was dried over anhydrous sodiumsulfate (8.0 kg) and concentrated under reduced pressure below 50 C to yield 2,4 dibromothiophene. The spectral properties of this molecule are consistent with commercially available material.
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