Hydrochloric Acid → 1-{3-[4-(4-Chlorobenzyl)piperazin-1-yl]propyl}-3-(4-carbamylphenyl)urea dihydrochloride

HRID 1380210

반응식

HRID 1380210 반응식
[OH2:1].[ClH:2].Cl.[Cl:4][C:5]1[CH:32]=[CH:31][C:8]([CH2:9][N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=3)=[O:21])[CH2:12][CH2:11]2)=[CH:7][CH:6]=1.Cl.[OH-].[K+]>C(O)(=O)C>[ClH:4].[ClH:2].[Cl:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][N:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH:22][C:23]3[CH:24]=[CH:25][C:26]([C:29](=[O:1])[NH2:30])=[CH:27][CH:28]=3)=[O:21])[CH2:14][CH2:15]2)=[CH:31][CH:32]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 202057271-{3-[4-(4-Chlorobenzyl)piperazin-1-yl]propyl}-3-(4-cyanophenyl)urea dihydrochloride monohydrate

생성물 1

HCID 136067101-{3-[4-(4-Chlorobenzyl)piperazin-1-yl]propyl}-3-(4-carbamylphenyl)urea dihydrochloride수율 70.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 1-{3-[4-(4-chlorobenzyl)piperazin-1-yl]propyl}-3-(4-cyanophenyl)urea dihydrochloride monohydrate (10.0 g; 19.9 mmole), glacial acetic acid (120 ml), and concentrated hydrochloric acid (80 ml) was heated at 80° C. for 30 minutes. The mixture was then poured over ice, and basified with aqueous potassium hydroxide. The product was extracted with methylene chloride, dried (sodium sulfate), and the salt precipitated out ethereal hydrochloric acid. Several recrystallizations from ethanol provided the title compound (3.54 g; 38% yield) as colorless crystals, m.p. 224°-226° C.

후처리

  1. additionThe mixture was then poured over ice
  2. extractionThe product was extracted with methylene chloride
  3. dry with materialdried (sodium sulfate)
  4. customthe salt precipitated out ethereal hydrochloric acid
  5. customSeveral recrystallizations from ethanol

출처 및 근거

ORD 기록
ord-dc5254fe08fc4212b6cf184629055ef2
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04579947

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