Dimethylformamide → 7-Benzyloxy-4-chloro-6-methoxycinnoline hydrochloride

HRID 1057326

반응식

HRID 1057326 반응식
[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13](O)=[CH:14][N:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C=O)C.S(Cl)([Cl:29])=O>>[ClH:29].[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([Cl:29])=[CH:14][N:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 178418820HCID 178418820, 화합물

생성물 1

HCID 219910077-Benzyloxy-4-chloro-6-methoxycinnoline hydrochloride

실험 절차

The starting material, 7-benzyloxy-4-chloro-6-methoxycinnoline hydrochloride, was obtained by heating a solution of 7-benzyloxy-4-hydroxy-6-methoxycinnoline (11 g, 39 mmol) in thionyl chloride (180 ml) containing DMF (1 ml) at reflux for 1 hour. After cooling, excess thionyl chloride was removed by evaporation and azeotroped with toluene. The residue was triturated with ether, filtered off, washed with ether and dried under vacuum to give 7-benzyloxy-4-chloro-6-methoxycinnoline hydrochloride as a cream solid (13.6 g, quantitative).

후처리

  1. temperatureat reflux for 1 hour
  2. temperatureAfter cooling
  3. customexcess thionyl chloride was removed by evaporation
  4. customazeotroped with toluene
  5. customThe residue was triturated with ether
  6. filtrationfiltered off
  7. washwashed with ether
  8. customdried under vacuum

출처 및 근거

ORD 기록
ord-5e20807965fb44c39946f8651bfce1d7
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514971B1

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