Hydrochloric Acid → HCID 19094238, compound

HRID 487197Notes

Reaction equation

HRID 487197 reaction equation
Br[C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:8]([Cl:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:15][C:16]1[CH:23]=[CH:22][CH:21]=[CH:20][C:17]=1[CH2:18][NH2:19].Cl>>[Cl:14][C:8]1[CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:2]([NH:19][CH2:18][C:17]2[CH:20]=[CH:21][CH:22]=[CH:23][C:16]=2[Cl:15])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 666482-ChlorobenzylamineHCID 19094246HCID 19094246, compound

Product 1

HCID 19094238HCID 19094238, compoundYield 53.1%

Procedure

2-Bromo-5-chloro-3-nitrobenzoic acid (2.30 g, 10 mmol) was refluxed with 2-chlorobenzyl amine (20 mmol, 2.82 g) overnight. The reaction mixture was then poured into 10% aqueous hydrochloric acid solution and the resulting solid was collected. Crystallization from aqueous methanol gave 1.81 g (53%) of 5-chloro[(2-chlorophenyl)methyl]amino-3-nitrobenzoic acid; mp 159.5°-161° C.

Workup

  1. customthe resulting solid was collected
  2. customCrystallization from aqueous methanol

Sources & evidence

ORD record
ord-f8838827509f4e2db6c0b255c4108083
Source dataset
uspto-grants-1994_03
Patent number
US05294631

Reaction notes

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