2-Chloro-4-nitroaniline → 3,5-dichloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide

HRID 1914481Notes

Reaction equation

HRID 1914481 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:4]([C:5]([OH:7])=O)[C:3]=1[OH:12].[Cl:13][C:14]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:15]=1[NH2:16]>>[Cl:1][C:2]1[C:3]([OH:12])=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5]([NH:16][C:15]1[CH:17]=[CH:18][C:19]([N+:21]([O-:23])=[O:22])=[CH:20][C:14]=1[Cl:13])=[O:7]

Participants

3

Reactant 2

HCID 84922-Chloro-4-nitroanilineHCID 94453,5-Dichlorosalicylic acid

Product 1

HCID 29461763,5-dichloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide

Procedure

This material was prepared according to the method of Example 1 using 3,5-dichlorosalicylic acid and 2-chloro-4-nitroaniline, with reagents and solvents employed in similar molar ratios. 1HNMR (500 MHz, DMSO-d6): δ 7.85 (m, 1H, H4), 7.98 (m, 1H, H5), 8.29 (m, 1H, H5′), 8.04 (m, 1H, H6), 8.44 (m, 1H, H3′), 8.55 (m, 1H, H6′).

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-d832bff7b32647018309d591f6701712
Source dataset
uspto-grants-2013_12
Patent number
US08614205B2

Reaction notes

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