2-Amino-4-chlorophenol → 3-(5-Chloro-2-benzoxazolyl)benzenamine

HRID 722474Notes

Reaction equation

HRID 722474 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[OH:9].[NH2:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14](O)=O>>[NH2:10][C:11]1[CH:12]=[C:13]([C:14]2[O:9][C:3]3[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=3[N:1]=2)[CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 72652-Amino-4-chlorophenolHCID 74193-Aminobenzoic Acid

Product 1

HCID 7210563-(5-Chloro-2-benzoxazolyl)benzenamine

Procedure

Prepared by the method of Example 1a), from 2-amino-4-chlorophenol (522 mg, 3.6 mmol) and 3-aminobenzoic acid (500 mg, 3.6 mmol) the subtitle compound was obtained, 114 mg (13%). 1H NMR (CDCl3) δ 7.81(bs, 1H), 7.69–7.60(m, 3H), 7.49(t, J=7.1 Hz), 7.41–7.27(m, 2H), 6.96(dd, J=2.6, 7.9 Hz, 1H). MS 245, 247 m/z (M+H)+.

Sources & evidence

ORD record
ord-c7ea006f91e84fc1b57873185b5fedac
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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