Ethanol → 2,3-Bis(o-chlorophenyl)-2,3,5,6,7,8-hexahydrothiazolo[3,2-a][1,3]diazepin-3-ol hydrochloride

HRID 67233

反応式

HRID 67233 の反応式
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[C-]#N.[K+].[CH2:13](O)[CH3:14].[NH:16]1[CH2:22][CH2:21][CH2:20][CH2:19][NH:18][C:17]1=[S:23]>CC(C)=O.O>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:6][CH:7]=[CH:8][C:13]=1[CH:14]1[S:23][C:17]2=[N:18][CH2:19][CH2:20][CH2:21][CH2:22][N:16]2[C:4]1([C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[Cl:1])[OH:5]

参加物

7

反応物 4

HCID 702EthanolHCID 69962-ChlorobenzaldehydeHCID 9032Potassium CyanideHCID 7365891,3-Diazepane-2-thione

生成物 1

HCID 205283212,3-Bis(o-chlorophenyl)-2,3,5,6,7,8-hexahydrothiazolo[3,2-a][1,3]diazepin-3-ol hydrochloride

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

A mixture of 22.6 ml. of o-chlorobenzaldehyde, 8 g. of potassium cyanide and 100 ml. of 65% ethanol is refluxed for 2 hours and then refrigerated. Water (30 ml.) is added, refrigeration is continued, then the water layer is decanted and the oil dissolved in toluene, washed with water, dried and concentrated to an oil. The crude 2,2'-dichlorobenzoin is converted to the methanesulfonate ester as described in Example 1, giving an oil. A 14.6 g. portion of this oil is reacted with 2.6 g. of hexahydro-2H-1,3-diazepin-2-thione in 100 ml. of acetone as described in Example 13, giving 1.4 g. of the desired product, m.p. 224°-226° C.

後処理

  1. additionA mixture of 22.6 ml
  2. customthe water layer is decanted
  3. dissolutionthe oil dissolved in toluene
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated to an oil
  7. customgiving an oil
  8. customportion of this oil is reacted with 2.6 g
  9. customgiving 1.4 g

出典と根拠

ORDレコード
ord-cbe95206ec474485bf42dd91a942cc71
出典データセット
uspto-grants-1982_08
特許番号
US04344954

関連ノート

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