Dimethylformamide → HCID 20362840, compound

HRID 1679478Notes

Reaction equation

HRID 1679478 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([SH:11])=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].CN(C=O)C.[H-].[Na+].Cl[CH2:20][S:21][C:22]#[N:23]>O>[NH2:6][C:5]1[CH:7]=[C:8]([S:11][CH2:20][S:21][C:22]#[N:23])[CH:9]=[CH:10][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 76755Thiocyanic acid, chloromethyl esterHCID 213180223-Amino-4-nitrobenzene-1-thiol

Product 1

HCID 20362840HCID 20362840, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.4 g. of 2-nitro-5-mercaptoaniline in 20 ml. of DMF is treated with 0.5 g. of 100% sodium hydride, and 2.2 g. of chloromethylthiocyanate is added to the solution. After 30 minutes at 20°-25° C., the solution is diluted with water and extracted with chloroform. Removal of the chloroform leaves 1-amino- 2-nitro-5-(thiocyanatomethylthio)benzene.

Workup

  1. extractionextracted with chloroform
  2. customRemoval of the chloroform

Sources & evidence

ORD record
ord-d2a03a3a86004773964d5aa9ab2de483
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

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