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Formamide → HCID 178518069, 화합물

HRID 2102362
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인쇄 미리보기

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HRID 2102362 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)[C:6]=1[C:7](OCC)=[O:8].[CH:17]([NH2:19])=O>>[OH:8][C:7]1[C:6]2[C:5]([C:12]3[O:13][CH:14]=[CH:15][CH:16]=3)=[CH:4][S:3][C:2]=2[N:1]=[CH:17][N:19]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 713FormamideHCID 736628Ethyl 2-amino-4-(2-furyl)thiophene-3-carboxylate

생성물 1

HCID 178518069HCID 178518069, 화합물수율 52.5%

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온도
200 °C

실험 절차

A mixture of ethyl 2-amino-4-(2-furyl)thiophene-3-carboxylate (1.00 g, 4.21 mmol) and formamide (10.0 g, 0.2 mol) was warmed by microwave at 200° C. for 10 minutes. The mixture was concentrated in vacuo at 90° C., diluted with 40 mL of 10% methanol/dichloromethane, and filtered through a 40 gram silica gel column using 5% methanol/dichloromethane to wash the material through the column. The filtrate was again concentrated and the remaining residue was purified by column chromatography over silica gel using a gradient elution from 5 to 10% methanol in dichloromethane to give 0.482 g (52.4%) of 4-hydroxy-5-(2-furyl)thieno[2,3-d]pyrimidine as a brown solid.

후처리

  1. concentrationThe mixture was concentrated in vacuo at 90° C.
  2. additiondiluted with 40 mL of 10% methanol/dichloromethane
  3. filtrationfiltered through a 40 gram silica gel column
  4. washto wash the material through the column
  5. concentrationThe filtrate was again concentrated
  6. customthe remaining residue was purified by column chromatography over silica gel using
  7. washa gradient elution from 5 to 10% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-b04b88601bd942269bcdb9305aedafe7
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07576080B2

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