Chlorosuccinimide → Ethyl 5-chloro-2,3-dimethoxy-6-aminobenzoate

HRID 980886Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:13]([O:14][CH3:15])=[CH:12][CH:11]=[C:10]([NH2:16])[C:4]=1[C:5]([O:7][CH2:8][CH3:9])=[O:6].[Cl:17]N1C(=O)CCC1=O>>[Cl:17][C:11]1[CH:12]=[C:13]([O:14][CH3:15])[C:3]([O:2][CH3:1])=[C:4]([C:10]=1[NH2:16])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

Reactant 2

HCID 31398Chlorosuccinimide

HCID 13749914Ethyl 2,3-dimethoxy-6-aminobenzoate

Product 1

HCID 13772052Ethyl 5-chloro-2,3-dimethoxy-6-aminobenzoateYield 55%

Procedure

Following the procedure employed in Example 27, treatment of ethyl 2,3-dimethoxy-6-aminobenzoate with N-chlorosuccinimide gave a 55% yield of the title compound after EtOH crystallization; mp 60-62%.

Sources & evidence

ORD record: ord-0833daabc040409dae936f51cf4317e7
Source dataset: uspto-grants-1987_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04639518

Reaction notes

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