Tert-Butylamine → Urea, N-(1,1-dimethylethyl)-N(sup 1)-(5-(2-fluorophenyl)-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-7-yl)-

HRID 1413760ノート

反応式

HRID 1413760 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1.[C:22]([NH2:26])([CH3:25])([CH3:24])[CH3:23].[CH2:27](Cl)Cl.[OH2:30]>>[C:22]([NH:26][C:27]([NH:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1)=[O:30])([CH3:25])([CH3:24])[CH3:23]

参加物

4

反応物 3

HCID 6385Tert-ButylamineHCID 922947-AminoflunitrazepamHCID 21908982Water methylene chloride

生成物 1

HCID 3058283Urea, N-(1,1-dimethylethyl)-N(sup 1)-(5-(2-fluorophenyl)-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-7-yl)-

実験手順

A dichloroethane solution of [5-(o-fluorophenyl)-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-7-yl]isocyanate, obtained as described in paragraph (a) of Example 1 from 4.2 g (0.015 M) of 7-amino-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one, is treated with excess tert.butylamine. After concentration of the mixture, the residue is taken up in methylene chloride/water and the methylene chloride solution is washed several times with water. After drying the organic phase over sodium sulphate, the sodium sulphate is filtered off and the methylene chloride is evaporated off. The residue is purified on a silica gel column (150 g of SiO2) using 40% ethyl acetate in methylene chloride as the eluting agent and crystallised from ethanol/petroleum ether. There is obtained 1-tert.butyl-3-[5-(o-fluorophenyl)-2,3-dihydro-1-methyl-2-oxo-1H-1,4-benzodiazepin-7-yl]urea which melts at 210° C. with decomposition.

後処理

  1. washthe methylene chloride solution is washed several times with water
  2. dry with materialAfter drying the organic phase over sodium sulphate
  3. filtrationthe sodium sulphate is filtered off
  4. customthe methylene chloride is evaporated off
  5. customThe residue is purified on a silica gel column (150 g of SiO2)
  6. customcrystallised from ethanol/petroleum ether

出典と根拠

ORDレコード
ord-6043bfb3e2054cb0812fc42e73e4b5d5
出典データセット
uspto-grants-1981_02
特許番号
US04251443

反応ノート

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