1-Chloro-2,4-Dinitrobenzene → Benzothiazole, 2-methyl-5-nitro-

HRID 1383060Notes

Reaction equation

HRID 1383060 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1Cl)([O-])=O.[C:14](N)(=[S:16])[CH3:15].O>S1(CCCC1)(=O)=O>[CH3:15][C:14]1[S:16][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 3

HCID 61-Chloro-2,4-DinitrobenzeneHCID 962WaterHCID 2723949Thioacetamide

Product 1

HCID 76251Benzothiazole, 2-methyl-5-nitro-

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 10.13 g of 2,4-dinitrochlorobenzene and 15 g of thioacetamide in 50 ml of sulpholane was heated to 100° C. and stirred at this temperature for 1 hour. After cooling, the mixture was clarified. 200 ml of water were added to the filtrate. The solid was filtered off with suction, washed with water and dried.

Workup

  1. temperatureAfter cooling
  2. filtrationThe solid was filtered off with suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-b478159a3e5549139fc7b4fc5093fd36
Source dataset
uspto-grants-1989_02
Patent number
US04808723

Reaction notes

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