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【结 构 式】

【分子编号】27381

【品名】1,2-diethylhydrazine

【CA登记号】

【 分 子 式 】C4H12N2

【 分 子 量 】88.15276

【元素组成】C 54.5% H 13.72% N 31.78%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(II)

The dialkylation of aqueous N,N'-diacetyl-hydrazine by simultaneous addition of diethyl sulfate and potassium hydroxide so as to maintain a pH of 10.5-11.5 affords N,N'-diacetyl-N,N'-diethylhydrazine, which is hydrolyzed to diethylhydrazine (II) by hydrochloric acid. The pH of the acid solution is adjusted to 10, where it is maintained during the addition of epichlorohydrin to give 1,2-diethyl-4-pyrazolidinol (III). The pyrazolidinol is converted to 1,2-diethyl 4-aminopyrazolidine (VIII) by either amination of the corresponding chloro compound (IV) or displacement of the mesyloxy group in compound (V) by the azide ion, followed by reduction.

1 Munson, H.R. Jr.; Cale, A.D. Jr, Lo, Y.S.; Lunsford, C.D.; Synthetic and pharmacological properties of N-(1,2-dialkyl-4-pyrazolidinyl)benzamides - Selective gastric prokinetic agents. 187th ACS Natl Meet (April 8-13, St. Louis) 1984, 7, 9, 650.
2 Cale, A.D.Jr.; Jenkins, H. (A.H. Robins Co. Inc.); Process for the preparation of 4-Pyrazolidinols. DE 2031489; ES 380355; FR 2053022; GB 1309018; US 3660426 .
3 Cale, A. Jr.; Dazopride succinate. Drugs Fut 1985, 10, 7, 553.
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) 10416 (3aS,12bS)-2-Methyl-5-nitro-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrole C17H16N2O3 详情 详情
(A) 27379 N'-acetylacetohydrazide 3148-73-0 C4H8N2O2 详情 详情
(I) 27380 N'-acetyl-N,N'-diethylacetohydrazide C8H16N2O2 详情 详情
(II) 27381 1,2-diethylhydrazine C4H12N2 详情 详情
(III) 27382 1,2-diethyl-4-pyrazolidinol C7H16N2O 详情 详情
(IV) 27383 4-chloro-1,2-diethylpyrazolidine C7H15ClN2 详情 详情
(V) 27384 1,2-diethyl-4-(methylsulfonyl)pyrazolidine C8H18N2O2S 详情 详情
(VIII) 27385 1,2-diethyl-4-pyrazolidinamine 70180-92-6 C7H17N3 详情 详情

合成路线2

该中间体在本合成路线中的序号:(II)

An alternative method of producing the 1,2-diethyl-4aminopyrazolidine (VIII) is by reduction of the corresponding nitro compound (VII), which is derived from 1,3-dimorpholino-2-nitropropane (VI) and 1,2-diethylhydrazine (II).

1 Lo, Y.S.; Munson, H.R.Jr. (A.H. Robins Co. Inc.); Synthesis of 4-nitro-1,2-hydrocarbyl pyrazolidines and process for preparation thereof. DE 3130833; FR 2490639; FR 2491065; GB 2081713; JP 3204859; JP 57059868; US 4309552; US 4358599 .
2 Cale, A. Jr.; Dazopride succinate. Drugs Fut 1985, 10, 7, 553.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(II) 27381 1,2-diethylhydrazine C4H12N2 详情 详情
(VI) 27386 4-[3-(4-morpholinyl)-2-nitropropyl]morpholine C11H21N3O4 详情 详情
(VII) 27387 1,2-diethyl-4-nitropyrazolidine C7H15N3O2 详情 详情
(VIII) 27385 1,2-diethyl-4-pyrazolidinamine 70180-92-6 C7H17N3 详情 详情
(C) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
Extended Information