2-Aminophenol → 2H-1,4-Benzoxazine

HRID 235279ノート

反応式

HRID 235279 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[C:9](Cl)(=O)[C:10](Cl)=O.C(Cl)Cl>C1(C)C=CC=CC=1>[O:8]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[CH:10][CH2:9]1

参加物

4

反応物 2

HCID 58012-AminophenolHCID 21906498HCID 21906498、化合物

生成物 1

HCID 152462522H-1,4-Benzoxazine収率 110.9%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a mixture of 2.29 g (21.0 mmol) of o-aminophenol in 25 mL of dry toluene was added portion wise 11 mL of 2N oxalyl chloride/CH2Cl2 (22.0 mmol) solution. The mixture was refluxed for 4 h, cooled to room temperature, filtered and the solid was washed with xylene and water, and dried to leave 3.10 g (90%) of 2a as pale-green solid. The analytical sample was obtained by crystallization from acetone, mp 263°-264° C. (lit, 264°-266° C.; Bernard et al, J. Med. Chem. 28:240 (1985)). 1H NMR (CDCl3 +DMSO-d6), 6.932 (m, 4), 11.970 (m, 1).

後処理

  1. temperatureThe mixture was refluxed for 4 h
  2. filtrationfiltered
  3. washthe solid was washed with xylene and water
  4. customdried

出典と根拠

ORDレコード
ord-7454c6c48e064a288f620291d5c33deb
出典データセット
uspto-grants-1997_01
特許番号
US05597922

反応ノート

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