2-Aminophenol → 2H-1,4-Benzoxazin-2-one, 3-(3,4-dihydroxy-5-nitrophenyl)-

HRID 725324

Reaction equation

HRID 725324 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:12](=O)[C:13]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:14])[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8].[NH2:23]C1C=CC=CC=1O>>[OH:1][C:2]1[CH:3]=[C:4]([C:12]2[C:13](=[O:14])[O:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[N:23]=2)[CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[OH:8]

Participants

3

Reactant 2

HCID 58012-AminophenolHCID 5747978Benzeneacetic acid, 3,4-dihydroxy-5-nitro-alpha-oxo-, hexyl ester

Product 1

HCID 1356240322H-1,4-Benzoxazin-2-one, 3-(3,4-dihydroxy-5-nitrophenyl)-

Procedure

A mixture of 3.93 g of n-hexyl 3,4-dihydroxy-5-nitrophenylglyoxylate and 1.38 g of 2-aminophenol is melted at 120° while stirring. The melt crystallizes after 5 minutes. After 2 hours it is cooled and recrystallized from methanol. There is obtained 3-(3,4-dihydroxy-5-nitrophenyl)-2H-1,4-benzoxazin-2-one of m.p. 202°-204°.

Workup

  1. customThe melt crystallizes after 5 minutes
  2. temperatureAfter 2 hours it is cooled
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-2762f4384742472d9e9794e784b50903
Source dataset
uspto-grants-1998_01
Patent number
US05705703

Linked notes

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