Ammonia → HCID 54191899, compound

HRID 745807Notes

Reaction equation

HRID 745807 reaction equation
C([O:3][C:4]([CH:6]1[O:10][C:9]2[CH:11]=[C:12]([S:16]([C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=3)(=[O:18])=[O:17])[C:13]([Cl:15])=[CH:14][C:8]=2[O:7]1)=O)C.[NH3:26].Cl>ClCCl>[Cl:15][C:13]1[C:12]([S:16]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[CH:11][C:9]2[O:10][CH:6]([C:4]([NH2:26])=[O:3])[O:7][C:8]=2[CH:14]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 54288572HCID 54288572, compound

Product 1

HCID 54191899HCID 54191899, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.03 mol of 5-chloro-6-(4-chlorophenylsulphonyl)-1,3-benzodioxole-2-carboxylic acid ethyl ester are dissolved in room temperature in 50 ml of dichloromethane. While stirring vigorously, 50 ml of a concentrated aqueous ammonia solution are added, and stirring is continued for 18 hours. A thick crystalline suspension is formed from the initial emulsion. This suspension is then adjusted by 6N HCl to pH 2-3 at room temperature, filtered and subsequently washed with water. After drying, colourless crystals of 5-chloro-6-(4-chlorophenylsulphonyl)-1,3-benzodioxole-2-carboxylic acid amide having a melting point of 240°-242° are obtained.

Workup

  1. stirringstirring
  2. customA thick crystalline suspension is formed from the initial emulsion
  3. filtrationfiltered
  4. washsubsequently washed with water
  5. customAfter drying

Sources & evidence

ORD record
ord-0a5701b1d0a34b859fe05de6cffff29c
Source dataset
uspto-grants-1986_07
Patent number
US04600709

Reaction notes

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