Ammonia → 1,3-dihydro-7-hydroxyamino-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one

HRID 1729600

反応式

HRID 1729600 の反応式
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][C:11]([N+:13]([O-])=[O:14])=[CH:12][C:7]=2[C:6]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:5][CH2:4][C:3]1=[O:22].O1CCCC1.O.O.O.C([O-])(=O)C.[Na+].N>C(Cl)Cl.CO>[OH:14][NH:13][C:11]1[CH:10]=[CH:9][C:8]2[N:2]([CH3:1])[C:3](=[O:22])[CH2:4][N:5]=[C:6]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:7]=2[CH:12]=1

参加物

7

反応物 4

HCID 222AmmoniaHCID 4496NimetazepamHCID 8028TetrahydrofuranHCID 23665404Sodium Acetate Trihydrate

生成物 1

HCID 123178981,3-dihydro-7-hydroxyamino-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 15 g. (0.05 mol) of 1,3-dihydro-1-methyl-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one, 250 ml. of tetrahydrofuran, 250 ml. of methanol, 56 g. of stannous chloride dihydrate and 68 g. of sodium acetate trihydrate was stirred under nitrogen for 3 hours. 1 l. of methylene chloride and 15 ml. of concentrated ammonia was added. The inorganic material was separated by filtration over celite. The filtrate was washed with 1N sodium hydroxide solution, was dried over sodium sulfate and evaporated. Crystallization of the residue from methylene chloride and recrystallization from ethanol/methylene chloride yielded light yellow product with m.p. 211°-213°.

後処理

  1. additionA mixture of 15 g
  2. customThe inorganic material was separated by filtration over celite
  3. washThe filtrate was washed with 1N sodium hydroxide solution
  4. dry with materialwas dried over sodium sulfate
  5. customevaporated
  6. customCrystallization of the residue
  7. customfrom methylene chloride and recrystallization from ethanol/methylene chloride
  8. customyielded light yellow product with m.p. 211°-213°

出典と根拠

ORDレコード
ord-5676a85b66054621bb6750b0242c4d8a
出典データセット
uspto-grants-1976_11
特許番号
US03989681

関連ノート

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