Benzoyl chloride → HCID 23132493, compound

HRID 2102803Notes

Reaction equation

HRID 2102803 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[O:12][C:13]2[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:14]=2[N:15]=1>O>[N+:20]([C:18]1[CH:17]=[CH:16][C:14]2[N:15]=[C:11]([NH:10][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[O:12][C:13]=2[CH:19]=1)([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 122515542-amino-6-nitrobenzoxazole

Product 1

HCID 23132493HCID 23132493, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

Benzoyl chloride (1.17 mL, 10.0 mmol) was added to a suspension of 2-amino-6-nitrobenzoxazole (1.50 g, 8.37 mmol) in pyrdine (10 mL). After stirring for 24 h at 80° C., the solution was poured into water (250 mL). The mixture was stirred overnight at r.t. and the resulting precipitate was separated by filtration. N-(6-Nitrobenzoxazol-2-yl)benzamide (2.08 g, 7.32 mmol, 88%) was thus obtained as a yellow solid. LC/ESI-MS: /z =284 [M+H]+; m/z=282 [M−H]−; Rt=3.13 min.

Workup

  1. stirringThe mixture was stirred overnight at r.t.
  2. customthe resulting precipitate was separated by filtration

Sources & evidence

ORD record
ord-4fca16ec9c434a4e944cb37b7277ad16
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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