Methylamine → N-Methyl-[2-(1-cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetamide

HRID 1200189ノート

反応式

HRID 1200189 の反応式
[C:1]1([C:7]2[O:8][C:9]3[C:17]([CH2:18][C:19]([OH:21])=O)=[CH:16][CH:15]=[CH:14][C:10]=3[C:11](=[O:13])[CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[CH2:22]([N:24](CC)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.CN>ClCCl>[CH3:22][NH:24][C:19](=[O:21])[CH2:18][C:17]1[C:9]2[O:8][C:7]([C:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=3)=[CH:12][C:11](=[O:13])[C:10]=2[CH:14]=[CH:15][CH:16]=1

参加物

6

反応物 4

HCID 6329MethylamineHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 14650449HCID 14650449、化合物

生成物 1

HCID 14650457N-Methyl-[2-(1-cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

[2-(1-Cyclohexenyl)-4-oxo-4H-[1]-benzopyran-8-yl]acetic acid (568 mg) and triethylamine (0.34 ml) were added to dichloromethane (6 ml) and to the mixture was added dropwise diphenylphosphoryl azide (0.52 ml) with stirring at room temperature. After stirring for 30 minutes, 30% aqueous methylamine solution (5 ml) was added and stirring was continued for additional 2 hours. The solvent was distilled off under reduced pressure and n-hexane was added to the residue. Crystals deposited were filtered. The crude crystals were recrystallized from methanol to obtain the title compound as prisms, yield 380 mg (64%), m.p. 213°-214° C.

後処理

  1. stirringAfter stirring for 30 minutes
  2. stirringstirring
  3. distillationThe solvent was distilled off under reduced pressure and n-hexane
  4. additionwas added to the residue
  5. filtrationCrystals deposited were filtered
  6. customThe crude crystals were recrystallized from methanol

出典と根拠

ORDレコード
ord-d3bf68338ce34608b37aa22bb812ae78
出典データセット
uspto-grants-1990_02
特許番号
US04904690

反応ノート

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