4-Chloro-3-nitrotoluene → HCID 68459495, compound

HRID 2358772Notes

Reaction equation

HRID 2358772 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[SH:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]([S:19][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[NH2:12])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

6

Reactant 3

HCID 69764-Chloro-3-nitrotolueneHCID 87132-AminothiophenolHCID 11430Potassium Carbonate

Product 1

HCID 68459495HCID 68459495, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from 1-Chloro-4-methyl-2-nitro-benzene (3.00 g, 17.5 mmol), 2-Amino-benzenethiol (2.41 g, 19.23 mmol), and K2CO3 (4.22 g, 30.6 mmol) heated in DMF at 100° C. for 16 hrs. Reaction mixture was then cooled to room temperature and diluted with water and extracted with ethyl acetate. (0.990 g, 21%)

Workup

  1. customReaction mixture
  2. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-0310ef92b4814a1ea91d968d10350b46
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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