4-Chloroaniline → HCID 20401827, compound

HRID 1980555Notes

Reaction equation

HRID 1980555 reaction equation
Cl[C:2]1[C:7]([N:8]2[C:12]([CH2:13]Cl)=[N:11][C:10]([C:15]([OH:17])=[O:16])=[N:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:25]=[CH:24][C:22]([N:23]2[C:2]3[N:3]=[CH:4][CH:5]=[CH:6][C:7]=3[N:8]3[N:9]=[C:10]([C:15]([OH:17])=[O:16])[N:11]=[C:12]3[CH2:13]2)=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 78124-ChloroanilineHCID 13519249HCID 13519249, compound

Product 1

HCID 20401827HCID 20401827, compound

Procedure

using 8.91 g (0.033 mol) of 1-(2-chloro-3-pyridyl)-5-(chloromethyl)-1H-1,2,4-triazole-3-carboxylic acid and 20.90 g (0.164 mol) of p-chloroaniline there is obtained 5-(4-chlorophenyl)-4,5-dihydropyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazine-2-carboxylic acid and the methyl ester thereof which, after recrystallisation from methylene chloride/ethyl acetate, melts at 234°-237° with decomposition;

Sources & evidence

ORD record
ord-951e92b176bd473eb6230ea075863e52
Source dataset
uspto-grants-1985_04
Patent number
US04510141

Reaction notes

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