Methanol → HCID 178477621, 화합물

HRID 262527

반응식

HRID 262527 반응식
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]

참가 물질

9

반응물 4

HCID 887MethanolHCID 24489Sodium Dithionite2회HCID 61191N-NitroanilineHCID 178477414HCID 178477414, 화합물

생성물 1

HCID 178477621HCID 178477621, 화합물

시약·촉매·용매 4

HCID 176Acetic Acid촉매HCID 702Ethanol용매HCID 962Water용매HCID 14923Ammonium Hydroxide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c8cae7a0ec284539bbfdbfaaf55236d5
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04154846

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