Synthesis of N-succinimidyl haloacetyl aminobenzoates

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D20746

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047941898

ABSTRACT:
N-succinimidyl haloacetyl aminobenzoates are formed by: (a) reacting an aminobenzoic acid with haloacetylhalide to form a haloacetylaminobenzoic acid; (b) optionally converting the haloacetylaminobenzoic acid from (a) to the ultimately desired halo intermediate compound; (c) reacting the compound from (b) with oxalyl halide to form the corresponding benzoyl compound; and (d) coupling the benzoyl compound from (c) with an N-hydroxysuccinimide to form the ultimately desired N-succinimidyl haloacetyl aminobenzoate.

REFERENCES:
patent: 4218539 (1980-08-01), Weltman
patent: 4251445 (1981-02-01), Weltman
Chem. Abstracts, vol. 56, Abst. No. 4683a, Ueda, et al.
Noller Textbook of Organic Chemistry, 3rd Edition, W. B. Saunders Co., Philadelphia, 1966, p. 98.
Staros, Biochemistry, vol. 21, pp. 3950-3955, 1982.

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