Water → 5-(Ethanesulfonyl)-1,3-benzothiazol-2-amine

HRID 1383063Notes

Reaction equation

HRID 1383063 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:13]([O-])=O.[NH2:16][C:17](N)=[S:18].O>S1(CCCC1)(=O)=O>[NH2:16][C:17]1[S:18][C:2]2[CH:7]=[CH:6][C:5]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])=[CH:4][C:3]=2[N:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 15158591-Chloro-4-(ethylsulfonyl)-2-nitrobenzeneHCID 2723790Thiourea

Product 1

HCID 212739825-(Ethanesulfonyl)-1,3-benzothiazol-2-amineYield 85.3%

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
120 °C

Procedure

A suspension of 12.8 g of ethyl 4-chloro-3-nitrophenyl sulphone and 15.2 g of thiourea in 50 ml of sulpholane is heated to 120° C. and this temperature is maintained for 1.5 hours. The mixture is discharged into 600 ml of water, and the solid is filtered off with suction and washed with water. 10.6 g of colourless 2-amino-5-ethanesulphonylbenzothiazole are obtained.

Workup

  1. temperaturethis temperature is maintained for 1.5 hours
  2. filtrationthe solid is filtered off with suction
  3. washwashed with water

Sources & evidence

ORD record
ord-e308b529ecba4678aba7c09a10c6a3eb
Source dataset
uspto-grants-1989_02
Patent number
US04808723

Reaction notes

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