2-Amino-5-chlorobenzoic acid → HCID 178433409, compound

HRID 351414Notes

Reaction equation

HRID 351414 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=O.Cl.[C:13](N)(=[NH:15])[CH3:14]>C(OCCO)C>[Cl:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[C:13]([CH3:14])[N:15]=[C:4]2[OH:6]

Participants

4

Reactant 2

HCID 124762-Amino-5-chlorobenzoic acidHCID 67170Acetamidine monohydrochloride

Product 1

HCID 178433409HCID 178433409, compoundYield 38.6%

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

2-Amino-5-chlorobenzoic acid (3.58 g, 20.9 mmol, 1 eq.), acetamidine hydrochloride (2.36 g, 25.1 mmol, 1.2 eq.) and 2-ethoxyethanol (70 mL) were mixed and refluxed for 48 h. The resultant solids were filtered and dried to yield 1.57 g of yellow solid product. MS (ES+)=195/197 (M+H)++.

Workup

  1. temperaturerefluxed for 48 h
  2. filtrationThe resultant solids were filtered
  3. customdried

Sources & evidence

ORD record
ord-c23f94a939334784b921c9bfb027a6c9
Source dataset
uspto-grants-2007_02
Patent number
US07183270B2

Reaction notes

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