Pyridine → 1-methyl-7-chloro-3-dipropylacetoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-one

HRID 443793

反応式

HRID 443793 の反応式
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([Cl:13])=[CH:12][C:7]=2[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:5][CH:4]([OH:20])[C:3]1=[O:21].N1C=CC=CC=1.[CH2:28]([CH:31]([CH2:35][CH2:36][CH3:37])[C:32](Cl)=[O:33])[CH2:29][CH3:30]>CN(C)C=O>[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([Cl:13])=[CH:12][C:7]=2[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:5][CH:4]([O:20][C:32](=[O:33])[CH:31]([CH2:35][CH2:36][CH3:37])[CH2:28][CH2:29][CH3:30])[C:3]1=[O:21]

参加物

5

反応物 3

HCID 1049PyridineHCID 5391TemazepamHCID 762402-Propylvaleryl chloride

生成物 1

HCID 234655641-methyl-7-chloro-3-dipropylacetoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 15 g of 1-methyl-7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-one (Temazepam) and 5 g of absolute pyridine is cooled in 40 ml of freshly distilled dimethyl formamide to -5° and is mixed drop by drop with 10.5 g of dipropyl acetic acid chloride with the exclusion of atmospheric moisture. The mixture is stirred for an additional 4 hours at -5° and is allowed to stand over night at 0°, and then the mixture is poured on ice. The separated oil crystallizes while rubbed on with ethanol. By recrystallization from petroleum ether or isopropanol using activated charcoal, one will obtain the 1-methyl-7-chloro-3-dipropylacetoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-one as a colorless powder with a melting point of 134°-136°.

後処理

  1. waitto stand over night at 0°
  2. additionthe mixture is poured on ice
  3. customThe separated oil crystallizes
  4. customBy recrystallization from petroleum ether or isopropanol using activated charcoal, one

出典と根拠

ORDレコード
ord-b58383cd293c40228718e3d99a150283
出典データセット
uspto-grants-1981_04
特許番号
US04261987

関連ノート

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