Hydrochloric Acid → HCID 53937337、化合物

HRID 2296354ノート

反応式

HRID 2296354 の反応式
[O:1]=[C:2]1[C:11]2[CH:10]=[C:9]([C:12]([OH:14])=[O:13])[CH:8]=[CH:7][C:6]=2[N:5]=[C:4]2[CH2:15][CH2:16][CH2:17][N:3]12.[CH3:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH:21]=O.C[O-].[Na+].Cl>CO>[CH3:18][C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH:21]=[C:15]1[C:4]2=[N:5][C:6]3[CH:7]=[CH:8][C:9]([C:12]([OH:14])=[O:13])=[CH:10][C:11]=3[C:2](=[O:1])[N:3]2[CH2:17][CH2:16]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 107222-MethylbenzaldehydeHCID 10942334Sodium MethoxideHCID 123440169-Oxo-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazoline-7-carboxylic acid

生成物 1

HCID 53937337HCID 53937337、化合物収率 59.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1,2,3,9-tetrahydro-9-oxo-pyrrolo[2,1-b]quinazoline-7-carboxylic acid (1.4 g) was reacted with 2-methyl-benzaldehyde (1.65 g) in methanol (50 ml) in the presence of sodium methoxide (1.3 g) under stirring at the reflux temperature for 48 hours. After cooling the reaction mixture was acidified with 37% HCl and the precipitate was filtered and washed with water until neutral: crystallization from chloroform-ethanol gave 1.2 g of 3-(2-methyl-benzylidene)-1,2,3,9-tetrahydro-9-oxo-pyrrolo[2,1-b]quinazoline-7-carboxylic acid, m.p. 285°-287° C., NMR (CF3COOD) δp.p.m.: 2.58 (s) (3H, CH3), 3.66 (m) (2H, C-2 protons), 4.74 (t) (2H, C-1 protons), 7.40-7.85 (m) (4H, phenyl protons), 8.09 (d) (1H, C-5 proton), 8.65 (t) (1H, =CH--), 8.84 (d d) (1H, C-6 proton), 9.30 (d) (1H, C-8 proton).

後処理

  1. temperatureAfter cooling the reaction mixture
  2. filtrationthe precipitate was filtered
  3. washwashed with water until neutral:
  4. customcrystallization from chloroform-ethanol

出典と根拠

ORDレコード
ord-77c345df7454477b852b52d4f5d07df7
出典データセット
uspto-grants-1984_01
特許番号
US04428952

反応ノート

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