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

HRID 127406

反応式

HRID 127406 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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-pyrrolidylmethyl)-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%).

後処理

  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

出典と根拠

ORDレコード
ord-d991ef54ee38453ead272a4def54c546
出典データセット
uspto-grants-1981_03
特許番号
US04255580

関連ノート

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