2-Methyl-2-thiopseudourea sulfate → HCID 13457210、化合物

HRID 2290321ノート

反応式

HRID 2290321 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[C:12]([CH3:18])[NH:11][C:10]([CH2:19][O:20][CH2:21][C:22]([NH:24][NH2:25])=O)=[C:9]1[C:26]([O:28][CH2:29][CH3:30])=[O:27].S(O)(O)(=O)=O.CS[C:38](=[NH:40])[NH2:39].N12CCCC1=NCCC2>C(O)CCC>[NH2:40][C:38]1[N:39]=[C:22]([CH2:21][O:20][CH2:19][C:10]2[NH:11][C:12]([CH3:18])=[C:13]([C:14]([O:16][CH3:17])=[O:15])[CH:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:9]=2[C:26]([O:28][CH2:29][CH3:30])=[O:27])[NH:24][N:25]=1

参加物

5

反応物 3

HCID 752702-Methyl-2-thiopseudourea sulfateHCID 763491,5-Diazabicyclo(4.3.0)non-5-eneHCID 70044597HCID 70044597、化合物

生成物 1

HCID 13457210HCID 13457210、化合物収率 15.3%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

A solution of 2-{[4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridin-2-yl]methoxy}-acetylhydrazine (0.87 g), 2-methylisothiourea sulphate (0.68 g) and 1,5-diazabicyclo[4.3.0]non-5-ene (0.74 g) in n-butanol (30 ml) was heated under reflux for 16 hours and then evaporated. The residue was partitioned between dichloromethane and water and the organic layer dried (Na2SO4) and evaporated. The residual oil was purified by chromatography on silica (t.l.c. grade, 10 g) using dichloromethane plus 0-100% v/v ethyl acetate as eluant. Appropriate fractions were combined and evaporated and the residual oil triturated with ethyl acetate. The resulting solid was collected, washed with ethyl acetate and dried to give the title compound (0.14 g), m.p. 199°-202° C. decomp.

後処理

  1. temperatureunder reflux for 16 hours
  2. customevaporated
  3. customThe residue was partitioned between dichloromethane and water
  4. dry with materialthe organic layer dried (Na2SO4)
  5. customevaporated
  6. customThe residual oil was purified by chromatography on silica (t.l.c. grade, 10 g)
  7. customevaporated
  8. customthe residual oil triturated with ethyl acetate
  9. customThe resulting solid was collected
  10. washwashed with ethyl acetate
  11. customdried

出典と根拠

ORDレコード
ord-cd84fbe6218545f09419eaf47065d42b
出典データセット
uspto-grants-1986_10
特許番号
US04616024

反応ノート

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