Carbamic acid, ethyl ester → 2-(3-ethoxycarbonyl-N-methyl-3-aza-propanamido)-5-chlorobenzophenone hydrochloride

HRID 616762

반응식

HRID 616762 반응식
[CH3:1][N:2]([C:7]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])[C:3](=[O:6])[CH2:4]Br.C(N(CC)CC)C.[NH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31]>C1(C)C(C)=CC=CC=1>[ClH:21].[CH2:33]([O:32][C:30]([NH:29][CH2:4][C:3]([N:2]([C:7]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])[CH3:1])=[O:6])=[O:31])[CH3:34]

참가 물질

5

반응물 3

HCID 5641Carbamic acid, ethyl esterHCID 8471TriethylamineHCID 76099N-(2-benzoyl-4-chlorophenyl)-2-bromo-N-methylacetamide

생성물 1

HCID 706287682-(3-ethoxycarbonyl-N-methyl-3-aza-propanamido)-5-chlorobenzophenone hydrochloride수율 158.8%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

7.3 g of 2-(N-methyl-bromoacetamido)-5-chlorobenzophenone are heated in 200 ml of anhydrous xylene with 2.2 g of triethylamine and 2 g of urethane (NH2COOC2H5) for 12 hours under reflux whilst stirring. The triethylamine hydrobromide which has precipitated is filtered off with suction after cooling, the filtrate is extracted by shaking with three times 250 ml of water and the organic phase is dried over potassium carbonate, filtered and evaporated in vacuo. The oily residue is dissolved in 400 ml of anhydrous diethyl ether and filtered and 6.5 g of 2-(3-ethoxycarbonyl-N-methyl-3-aza-propanamido)-5-chlorobenzophenone hydrochloride (79% of theory), with a melting point of 156°-158°, are obtained by passing dry hydrogen chloride gas into the ethereal solution.

후처리

  1. temperatureunder reflux
  2. customThe triethylamine hydrobromide which has precipitated
  3. filtrationis filtered off with suction
  4. temperatureafter cooling
  5. extractionthe filtrate is extracted
  6. stirringby shaking with three times 250 ml of water
  7. dry with materialthe organic phase is dried over potassium carbonate
  8. filtrationfiltered
  9. customevaporated in vacuo
  10. dissolutionThe oily residue is dissolved in 400 ml of anhydrous diethyl ether
  11. filtrationfiltered

출처 및 근거

ORD 기록
ord-6c8e637e7eac4613b994871ae2ec23ad
출처 데이터셋
uspto-grants-1978_02
특허 번호
US04075409

연결된 노트

불러오는 중…