Benzenethiol, 2,4-dinitro- → 5-Nitro-1,3-benzothiazol-2-amine

HRID 1383058Notes

Reaction equation

HRID 1383058 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[SH:13])([O-])=O.[NH2:14][C:15](N)=S>CN(C)C=O.O>[NH2:14][C:15]1[S:13][C:5]2[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=2[N:1]=1

Participants

5

Reactant 2

HCID 75201Benzenethiol, 2,4-dinitro-HCID 2723790Thiourea

Product 1

HCID 27547595-Nitro-1,3-benzothiazol-2-amine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 10 g of 2,4-dinitrothiophenol and 7.6 g of thiourea in 50 ml of dimethylformamide is heated at 120° C. for 3 hours. The mixture is diluted with 300 ml of water, and the solid is filtered off with suction and washed with water. 7.3 g of crude 2-amino-5-nitrobenzothiazole, the identity of which was confirmed by TLC comparison with authentic material, are obtained.

Workup

  1. filtrationthe solid is filtered off with suction
  2. washwashed with water
  3. customare obtained

Sources & evidence

ORD record
ord-bba1b4836dde44a4b154dc20a786a490
Source dataset
uspto-grants-1989_02
Patent number
US04808723

Reaction notes

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