ChemicalBook CAS DataBase List 1 3-PHENYLENE DIISOTHIOCYANATE 97

1 3-PHENYLENE DIISOTHIOCYANATE 97 synthesis

8synthesis methods

Product Name:1 3-PHENYLENE DIISOTHIOCYANATE 97
CAS Number:3125-77-7
Molecular formula:C8H4N2S2
Molecular Weight:192.26

75-15-0
248 suppliers
$40.00/100g

108-45-2 Synthesis

108-45-2
457 suppliers
$13.00/25g

3125-77-7
24 suppliers
$140.00/1G

Yield:3125-77-7 91.3%

Reaction Conditions:

Stage #1: carbon disulfide;m-phenylenediaminewith potassium carbonate in dichloromethane;water at 0 - 10; for 1 h;
Stage #2: with 1,3,5-trichloro-2,4,6-triazine in dichloromethane at 0 - 10; for 0.5 h;

Steps:

4 Preparation of m-phenylisothiocyanate (Intermediate 1)

10 ml of CS2 was added to a solution of m-phenylenediamine (3. 0 g, 27.74 mmol) in 20 ml of DCM and potassium carbonate (7. 66 g, 55.48 mmol) in water (20 ml) under ice-cooling. The mixture was stirred at 0 to 10 ° C for 1 hour.10 ml DCM was added,3. 5 grams of cyanuric chloride (18. 5 mmol) of solid powder,0-10 degrees Celsius stirring 30 minutes,Room temperature 3-5 hours,0-10 degrees Celsius dropping 6N sodium hydroxide adjusted pH = 11.The organic phase was separated and the aqueous phase was extracted with dichloromethane (15 ml x 3). The organic phases were combined and dried over anhydrous sodium sulfate. The filtrate was concentrated and purified by silica gel column chromatography (petroleum ether: dichloromethane = 9: 1) Yielding 4.87 g of intermediate 1 in 91.3% yield.

References:

CN104529876,2016,B Location in patent:Paragraph 0075-0079