2-Naphthoic acid → HCID 14880508, compound

HRID 1588846Notes

Reaction equation

HRID 1588846 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=O.C(Cl)(=O)C(Cl)=O.[NH2:20][CH2:21][C:22]([N:24]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:23]>C(N(CC)CC)C>[C:25]1([N:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:22]([CH2:21][NH:20][C:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)=[O:13])=[O:23])[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

5

Reactant 3

HCID 71232-Naphthoic acidHCID 65578Oxalyl chlorideHCID 14880491HCID 14880491, compound

Product 1

HCID 14880508HCID 14880508, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Working in a manner similar to that described in Example 9, but starting with 2-naphthalenecarboxylic acid (0.95 g), oxalyl dichloride (0.7 g), 2-amino-N,N-diphenylacetamide (1.2 g) and triethylamine (0.8 g), and after recrystallization in acetonitrile, N-(diphenylcarbamoylmethyl)-2-naphthalenecarboxamide (1.2 g), m.p. 205° C., is obtained.

Workup

  1. customafter recrystallization in acetonitrile

Sources & evidence

ORD record
ord-8f0f9a96ba9b4487ba54a34f564b230c
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

Loading…