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Water → 4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde

HRID 1586410
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HRID 1586410 반응식
[C:1]([C:3]1[C:4]([NH:11][CH3:12])=[N:5][C:6]([S:9][CH3:10])=[N:7][CH:8]=1)#N.[OH2:13]>C(O)=O>[CH3:12][NH:11][C:4]1[C:3]([CH:1]=[O:13])=[CH:8][N:7]=[C:6]([S:9][CH3:10])[N:5]=1
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참가 물질

4

반응물 2

HCID 962WaterHCID 106789344-(Methylamino)-2-(methylthio)pyrimidine-5-carbonitrile

생성물 1

HCID 106075204-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde

시약·촉매·용매 1

HCID 284Formic Acid용매

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온도
25 °C

실험 절차

A solution of 4.00 g (0.022 mol) of 5-cyano-4-methylamino-2-methylsulfanyl-pyrimidine (from Example 3) in 150 mL of 50% aqueous formic acid was reacted with 6.0 g of water-wet Raney Nickel. The mixture was stirred at 25° C. for 12 hours. The solids were filtered and washed with 40 mL of 50% aqueous formic acid. With ice bath cooling, a cold saturated solution of potassium carbonate was added slowly to the green filtrate until complete precipitation of a solid was achieved (pH is still acidic; pH about 5). The solid was extracted into 200 mL of ethyl acetate, and the solution was dried (potassium carbonate), filtered, and concentrated; wt 2.30 g (57%); mp 98-100° C.; tlc (1:1 hexane:ethyl acetate) one spot Rf 0.5.

후처리

  1. filtrationThe solids were filtered
  2. washwashed with 40 mL of 50% aqueous formic acid
  3. temperatureWith ice bath cooling
  4. additiona cold saturated solution of potassium carbonate was added slowly to the green filtrate until complete precipitation of a solid
  5. extractionThe solid was extracted into 200 mL of ethyl acetate
  6. dry with materialthe solution was dried (potassium carbonate)
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a254cc390aaa4a03b6709114645da63d
출처 데이터셋
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05945422

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