Ethyl 3-ethoxy-3-iminopropionate hydrochloride → HCID 54211963, compound

HRID 1417138Notes

Reaction equation

HRID 1417138 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=[O:38])[CH:11]([O:21][C:22]2[CH:27]=[CH:26][C:25]([S:28]([C:31]3[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=3)(=[O:30])=[O:29])=[CH:24][CH:23]=2)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:5][C:4]=1[N+:39]([O-:41])=[O:40])[NH2:2].Cl.[CH2:43]([O:45][C:46]([CH2:48][C:49](=N)[O:50]CC)=O)[CH3:44]>>[N+:39]([C:4]1[CH:5]=[C:6]([NH:9][C:10](=[O:38])[CH:11]([O:21][C:22]2[CH:27]=[CH:26][C:25]([S:28]([C:31]3[CH:32]=[CH:33][C:34]([OH:37])=[CH:35][CH:36]=3)(=[O:29])=[O:30])=[CH:24][CH:23]=2)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH:7]=[CH:8][C:3]=1[N:1]1[C:49](=[O:50])[CH:48]=[C:46]([O:45][CH2:43][CH3:44])[NH:2]1)([O-:41])=[O:40]

Participants

3

Reactant 2

HCID 75345Ethyl 3-ethoxy-3-iminopropionate hydrochlorideHCID 54536790HCID 54536790, compound

Product 1

HCID 54211963HCID 54211963, compoundYield 29%

Procedure

N-[3-nitro-4-(3-ethoxy-5-pyrazolon-1-yl)phenyl]2- [4-(4-hydroxyphenylsulphonyl)phenoxy]undecylamide was prepared by the method in (2b) from N-(4-hydrazino-3-nitrophenyl)- 2-[4-(4-hydroxyphenylsulphonyl)phenoxy]undecylamide (3b) and O-ethyl 2-ethoxycarbonylacetimidate hydrochloride (prepared from ethyl cyanoacetate and ethanol as in method (2a)). The crude product was partially purified by column chromatography using 63-200 mesh silica gel and ethyl acetate/60°-80° C. petroleum ether (1:1) as the eluent. The yield was 29% over the two stages (3a) to (3c).

Workup

  1. customThe crude product was partially purified by column chromatography
  2. custom63-200 mesh silica gel and ethyl acetate/60°-80° C. petroleum ether (1:1)

Sources & evidence

ORD record
ord-e2c982d4424b40ba90664d478330139d
Source dataset
uspto-grants-1999_03
Patent number
US05876912

Reaction notes

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