2-(3-Nitro-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazole → 2-(3-Amino-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazole

HRID 722661Notes

Reaction equation

HRID 722661 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]2[O:15][C:16]3[CH:22]=[CH:21][C:20]([C:23]4[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([CH3:30])[CH:24]=4)=[CH:19][C:17]=3[N:18]=2)[C:7]([NH:10][CH2:11][CH2:12][CH3:13])=[CH:8][CH:9]=1)([O-])=O>[Zn]>[NH2:1][C:4]1[CH:5]=[C:6]([C:14]2[O:15][C:16]3[CH:22]=[CH:21][C:20]([C:23]4[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([CH3:30])[CH:24]=4)=[CH:19][C:17]=3[N:18]=2)[C:7]([NH:10][CH2:11][CH2:12][CH3:13])=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 218843562-(3-Nitro-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazole

Product 1

HCID 218844722-(3-Amino-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazole

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

Prepared by the method of Example 47b), from 2-(3-nitro-6-propylaminophenyl)-5-(3-methyl-4-chlorophenyl)benzoxazole (230 mg, 0.48 mmol) and zinc (314 mg, 4.8 mmol) the subtitle compound was obtained (187 mg, 100%). MS 392.3 m/z (M+H)+.

Sources & evidence

ORD record
ord-9d880b7c8b0d43e8805ebcd7783e793f
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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