Hydrochloric Acid → HCID 53937337, 화합물

HRID 2296354노트

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HRID 2296354 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 53937337HCID 53937337, 화합물수율 59.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-77c345df7454477b852b52d4f5d07df7
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04428952

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