Chloroform → N-(1-allyl-2-pyrrolidylmethyl)-7-ethylsulfonyl-1,4-benzodioxane-5-carboxamide

HRID 2285468노트

반응식

HRID 2285468 반응식
[CH2:1]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[CH2:9][NH2:10])[CH:2]=[CH2:3].C(Cl)(Cl)Cl.[CH2:15]([S:17]([C:20]1[CH:21]=[C:22]([C:30](Cl)=[O:31])[C:23]2[O:28][CH2:27][CH2:26][O:25][C:24]=2[CH:29]=1)(=[O:19])=[O:18])[CH3:16]>O>[CH2:1]([N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[CH2:9][NH:10][C:30]([C:22]1[C:23]2[O:28][CH2:27][CH2:26][O:25][C:24]=2[CH:29]=[C:20]([S:17]([CH2:15][CH3:16])(=[O:19])=[O:18])[CH:21]=1)=[O:31])[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 6212ChloroformHCID 1172961-(Allyl)pyrrolidine-2-methylamineHCID 205447287-Ethylsulfonyl-1,4-benzodioxane-5-carbonyl chloride

생성물 1

HCID 24834935N-(1-allyl-2-pyrrolidylmethyl)-7-ethylsulfonyl-1,4-benzodioxane-5-carboxamide수율 93.4%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

58 g of 1-allyl-2-aminomethyl-pyrrolidine and 360 ml of chloroform were introduced into a balloon flask provided with an agitator and a thermometer and then, with the temperature being maintained at 5°-10° C., 120 g of 7-ethylsulfonyl-1,4-benzodioxane-5-carbonyl chloride was added. After agitation of the mixture and the addition of a liter of water, the chloroform was distilled. The resulting solution was filtered on carbon black and then the base was precipitated by the addition of 40 ml of 30% soda lye. The resulting crystals were dried off, washed with water and then dried. 152 g of N-(1-allyl-2-pyrrolidylmethy)-7-ethylsulfonyl-1,4-benzodioxane-5-carboxamide was produced (M.P.: 78°-80° C.; yield: 93.4%). 146 g of the resulting base was dissolved hot in 290 ml of absolute alcohol, and then the solution was filtered on carbon black and acidified by the addition of a solution of 13.5 g of hydrochloric acid in 100 ml of absolute alcohol. After cooling the crystals formed were dried off, washed with absolute alcohol and dried and then purified by recrystallization from absolute alcohol. 119.5 g of N-(1-allyl-2-pyrrolidylmethyl)-7-ethylsulfonyl-1,4-benzodioxane-5-carboxamide hydrochloride was produced (M.P.: 138°-140° C.; yield: 75%).

후처리

  1. customprovided with an agitator
  2. temperaturea thermometer and then, with the temperature being maintained at 5°-10° C.
  3. distillationthe chloroform was distilled
  4. filtrationThe resulting solution was filtered on carbon black
  5. customthe base was precipitated by the addition of 40 ml of 30% soda lye
  6. customThe resulting crystals were dried off
  7. washwashed with water
  8. customdried

출처 및 근거

ORD 기록
ord-54d45c298aaa40dd9b3058eb145fef7b
출처 데이터셋
uspto-grants-1982_04
특허 번호
US04323503

반응 노트

불러오는 중…