1,2-Benzoxazol-3-amine → 1-(2,6-Dichlorobenzoyl)-3-(3-benzisoxazolyl)urea

HRID 1156537Notes

Reaction equation

HRID 1156537 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1.[Cl:11][C:12]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:13]=1[C:14]([N:16]=[C:17]=[O:18])=[O:15]>C(Cl)Cl>[Cl:11][C:12]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:13]=1[C:14]([NH:16][C:17]([NH:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][N:3]=1)=[O:18])=[O:15]

Participants

4

Reactant 2

HCID 27797491,2-Benzoxazol-3-amineHCID 129127392,6-Dichlorobenzoyl isocyanate

Product 1

HCID 129600701-(2,6-Dichlorobenzoyl)-3-(3-benzisoxazolyl)urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Aminobenzisoxazole (300 grams) and 2,6-dichlorobenzoyl isocyanate (600 grams) in 50 ml. methylene chloride were stirred at room temperature for one hour. The solvent was then evaporated and the precipitate recrystallized from ethanol. The identity of the product was determined by NMR and IR analysis, yield 500 mg., m.p.=212°-215° C.

Workup

  1. customThe solvent was then evaporated
  2. customthe precipitate recrystallized from ethanol

Sources & evidence

ORD record
ord-0558f9c82ee84a538cf12beb3b71a19f
Source dataset
uspto-grants-1982_06
Patent number
US04336264

Reaction notes

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