Ethyl 2-aminobenzoate → 2-chloromethyl-3-(2-ethoxycarbonylphenyl)-6-chloro-4H-quinazolin-4-one

HRID 1448803Notes

Reaction equation

HRID 1448803 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][C:6]1[C:7](=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=1)[C:8](O)=[O:9])=O.[CH2:16]([O:18][C:19](=[O:27])[C:20]1[C:21](=[CH:23][CH:24]=[CH:25][CH:26]=1)[NH2:22])[CH3:17]>>[Cl:1][CH2:2][C:3]1[N:22]([C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[C:19]([O:18][CH2:16][CH3:17])=[O:27])[C:8](=[O:9])[C:7]2[C:6](=[CH:14][CH:13]=[C:12]([Cl:15])[CH:11]=2)[N:5]=1

Participants

3

Reactant 2

HCID 6877Ethyl 2-aminobenzoateHCID 41798255-Chloro-2-((2-chloroacetyl)amino)benzoic acid

Product 1

HCID 203755812-chloromethyl-3-(2-ethoxycarbonylphenyl)-6-chloro-4H-quinazolin-4-one

Procedure

2-Chloromethyl-3-(2-ethoxycarbonyl-phenyl)-6-chloro-4H-quinazolin-4-one (melting point: 195°-197° C., recrystallised from toluene) was prepared from N-chloroacetyl-5-chloroanthranilic acid and anthranilic acid ethyl ester analogously to the method in J. Amer. Chem. Soc. 68 (1946), 542.

Sources & evidence

ORD record
ord-880d8fc20dcf4ebfae8054a0b1ff3c15
Source dataset
uspto-grants-1980_02
Patent number
US04187306

Reaction notes

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