2-Amino-4-chlorophenol → HCID 10084758, compound

HRID 722482Notes

Reaction equation

HRID 722482 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([NH2:9])[CH:3]=1.[CH3:10][O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](O)=O)=[CH:14][C:13]=1[NH2:21]>>[NH2:21][C:13]1[CH:14]=[C:15]([C:16]2[O:8][C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]=3[N:9]=2)[CH:19]=[CH:20][C:12]=1[O:11][CH3:10]

Participants

3

Reactant 2

HCID 72652-Amino-4-chlorophenolHCID 178233-Amino-4-methoxybenzoic acid

Product 1

HCID 10084758HCID 10084758, compound

Procedure

Prepared by the method of Example 1a), from 4-chloro-2-aminophenol (429 mg, 2.9 mmol) and 4-methoxy-3-aminobenzoic acid (500 mg, 2.9 mmol) the subtitle compound was obtained, 111 mg (10%). 1H NMR (CDCl3) δ 7.70(d, J=1.9 Hz, 1H), 7.65(dd, J=1.9, 8.3 Hz, 1H), 7.59(d, J=1.9 Hz, 1H), 7.46(d, J=8.3 Hz, 1H), 7.28(dd, J=1.9, 8.3 Hz, 1H), 6.90(d, J=8.3 Hz, 1H), 3.96(s, 3H). MS 275 m/z (M+H)+.

Sources & evidence

ORD record
ord-283e073a7e7b491985d20796ee44a1fc
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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