Carbon Disulfide → HCID 14951349, compound

HRID 2211174Notes

Reaction equation

HRID 2211174 reaction equation
[C:1](=[S:3])=[S:2].[Cl:4][C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=1[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]([NH:22][NH2:23])=N>CO>[Cl:4][C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=1[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1[S:2][C:1](=[S:3])[NH:23][N:22]=1

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 178425398HCID 178425398, compound

Product 1

HCID 14951349HCID 14951349, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Carbon disulfide (100 μl, 1.58 mmol) is added dropwise to a room temperature solution of 2-[(2,6-dichloro-3-methylphenyl)amino]benzene carboximidic acid hydrazide (183.4 mg, 0.595 mmol) in 5 ml of methanol. The solution is stirred under a nitrogen atmosphere at room temperature for two hours and then concentrated. The residue is purified by chromatography eluting with ethyl acetate:hexane (1:4) to give 107.0 mg (49%) of a yellow solid, mp 250°-252° C. with decomposition.

Workup

  1. concentrationconcentrated
  2. customThe residue is purified by chromatography
  3. washeluting with ethyl acetate:hexane (1:4)

Sources & evidence

ORD record
ord-f611ff724d11497297fa5c09d966af5e
Source dataset
uspto-grants-1995_10
Patent number
US05462952

Reaction notes

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