2-[(carboxymethyl)amino]acetic acid -Drug Synthesis Database

【结构式】

【分子编号】39492

【品名】2-[(carboxymethyl)amino]acetic acid

【CA登记号】142-73-4

【分子式】C₄H₇NO₄

【分子量】133.10392

【元素组成】C 36.1% H 5.3% N 10.52% O 48.08%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(IV)

Compound can be prepared in two related ways: 1) The acylation of 2,6-dimethylaniline (I) with chloroacetyl chloride (II) in acetic acid gives omega-chloro-2,6-dimethylacetanilide (III), which is then condensed with disodium salt of iminodiacetic acid (IV) in refluxing ethanol-water. 2) The reaction of (III) with ammonia in ethanol gives omega-amino-2,6-dimethylacetanilide (V), which is finally treated with chloroacetic acid (A) and NaOH in refluxing 95% ethanol.

参考文献中间体

合成目标

【1】 Castaner, J.; Blancafort, P.; Serradell, M.N.; Paton, D.M.; Lidofenin. Drugs Fut 1979, 4, 5, 342.
【2】 Callery, P.S.; et al.; Tissue distribution of technetium-99m and carbon-14 labeled N-(2,6-dimethylphenylcarbamoylmethyl)iminodiacetic acid. J Med Chem 1976, 19, 7, 962-964.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	11847	2-Chloroacetic acid; Chloroacetic Acid	79-11-8	C₂H₃ClO₂	详情	详情
(I)	17527	2,6-Xylidine; 2,6-Dimethylaniline; 2,6-Dimethylphenylamine	87-62-7	C₈H₁₁N	详情	详情
(II)	11296	2-Chloroacetyl chloride; Chloroacetic chloride	79-04-9	C₂H₂Cl₂O	详情	详情
(III)	24100	2-chloro-N-(2,6-dimethylphenyl)acetamide	2198-53-0	C₁₀H₁₂ClNO	详情	详情
(IV)	39492	2-[(carboxymethyl)amino]acetic acid	142-73-4	C₄H₇NO₄	详情	详情
(V)	39493	2-amino-N-(2,6-dimethylphenyl)acetamide		C₁₀H₁₄N₂O	详情	详情

Extended Information