Methanol → HCID 178477621、化合物

HRID 262527

反応式

HRID 262527 の反応式
S(S([O-])=O)([O-])=[O:2].[Na+].[Na+].[N+](NC1C=CC=CC=1)([O-])=O.[CH2:19]([S:21][CH2:22][C:23]1[CH:36]=[CH:35][C:26]2[NH:27][C:28]([NH:30][C:31](=[O:34])[O:32][CH3:33])=[N:29][C:25]=2[CH:24]=1)[CH3:20].CO>C(O)C.O.[OH-].[NH4+].C(O)(=O)C>[CH2:19]([S:21]([CH2:22][C:23]1[CH:36]=[CH:35][C:26]2[NH:27][C:28]([NH:30][C:31](=[O:34])[O:32][CH3:33])=[N:29][C:25]=2[CH:24]=1)=[O:2])[CH3:20]

参加物

9

反応物 4

HCID 887MethanolHCID 24489Sodium Dithionite2 回HCID 61191N-NitroanilineHCID 178477414HCID 178477414、化合物

生成物 1

HCID 178477621HCID 178477621、化合物

試薬・触媒・溶媒 4

HCID 176Acetic Acid触媒HCID 702Ethanol溶媒HCID 962Water溶媒HCID 14923Ammonium Hydroxide溶媒

実験手順

To the residue dissolved in 100 ml 95% ethanol is added sodium dithionite (9.4 g, 54 mmol) dissolved in 60 ml water and 15 ml concentrated ammonium hydroxide. After refluxing for 5 minutes, portions of sodium dithionite (1 g in 10 ml water and 2 ml ammonium hydroxide) are added until the orange nitroaniline color disappears. The reaction mixture is reduced to one-half volume by evaporation, basified with 20 ml 10% sodium hydroxide, and extracted with chloroform (X 5). The chloroform washings are dried (Na2SO4) and evaporated. The residue, 3.3 g (16.1 mmol) of the thiopseudourea from Example 1, part D, 6 drops of acetic acid, and 50 ml of methanol are refluxed for 2 hours. After stirring overnight at room temperature, the product crystallizes out, is filtered off and digested with 50 ml hot methanol to yield the title compound, 2.77 g, m.p. 228°-235°(d).

後処理

  1. temperatureAfter refluxing for 5 minutes
  2. customThe reaction mixture is reduced to one-half volume by evaporation
  3. extractionextracted with chloroform (X 5)
  4. dry with materialThe chloroform washings are dried (Na2SO4)
  5. customevaporated
  6. customthe product crystallizes out
  7. filtrationis filtered off

出典と根拠

ORDレコード
ord-c8cae7a0ec284539bbfdbfaaf55236d5
出典データセット
uspto-grants-1979_05
特許番号
US04154846

関連ノート

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