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

HRID 1729600

반응식

HRID 1729600 반응식
[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

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 4496NimetazepamHCID 8028TetrahydrofuranHCID 23665404Sodium Acetate Trihydrate

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

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°.

후처리

  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°

출처 및 근거

ORD 기록
ord-5676a85b66054621bb6750b0242c4d8a
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03989681

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