Dimethylformamide → 7,8-Dimethoxy-4-amino-2-[4-(2-furoyl)piperazin-1-yl]quinazoline

HRID 1577334ノート

反応式

HRID 1577334 の反応式
[CH3:1][O:2][C:3]1[C:4]([NH2:13])=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:6]#[N:7].C[N:15](C)C=O.Cl.[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1[C:25]([N:27]1[CH2:32][CH2:31][N:30]([C:33](=N)OCC)[CH2:29][CH2:28]1)=[O:26].[H-].[Na+]>O>[CH3:12][O:11][C:10]1[C:3]([O:2][CH3:1])=[C:4]2[C:5]([C:6]([NH2:15])=[N:7][C:33]([N:30]3[CH2:31][CH2:32][N:27]([C:25]([C:21]4[O:20][CH:24]=[CH:23][CH:22]=4)=[O:26])[CH2:28][CH2:29]3)=[N:13]2)=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 187789902-Amino-3,4-dimethoxybenzonitrileHCID 20506452Ethyl 4-(2-furoyl)piperazin-1-ylformimidate hydrochloride

生成物 1

HCID 129200147,8-Dimethoxy-4-amino-2-[4-(2-furoyl)piperazin-1-yl]quinazoline

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a stirred solution of 1.78 g. (0.01 mole) 3,4-dimethoxy-2-aminobenzonitrile in 30 ml. of N,N-dimethylformamide is added 2.88 g. (0.01 mole) ethyl 4-(2-furoyl)piperazin-1-ylformimidate hydrochloride followed by 855 mg. (0.02 mole) of a 56.1% dispersion of sodium hydride in mineral oil. The reaction mixture is stirred at ambient temperature for 30 minutes, and then it is heated to ca. 100° C. and maintained at that temperature for 12 hours. The reaction mixture is cooled to ambient temperature, diluted with an excess of water, and then extracted with chloroform. The chloroform extract is washed several times with water, dried using anhydrous magnesium sulfate, and then evaporated to dryness in vacuo. This affords crude 7,8-dimethoxy-4-amino-2-[4-(2-furoyl)piperazin-1-yl]quinazoline, which is purified further by recrystallization from aqueous ethanol.

後処理

  1. temperatureit is heated to ca. 100° C.
  2. temperaturemaintained at that temperature for 12 hours
  3. temperatureThe reaction mixture is cooled to ambient temperature
  4. extractionextracted with chloroform
  5. extractionThe chloroform extract
  6. washis washed several times with water
  7. customdried
  8. customevaporated to dryness in vacuo

出典と根拠

ORDレコード
ord-c1c3ec8a317e4124ba93e31ca2b92b88
出典データセット
uspto-grants-1981_09
特許番号
US04287341

反応ノート

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