Acetic Anhydride → 6-Iodo-2-methyl-4H-3,1-benzoxazin-4-one

反応式

[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)C)(=O)[CH3:13]>>[I:11][C:8]1[CH:9]=[CH:10][C:2]2[N:1]=[C:12]([CH3:13])[O:5][C:4](=[O:6])[C:3]=2[CH:7]=1

参加物

反応物 2

HCID 7918Acetic Anhydride

HCID 72911Benzoic acid, 2-amino-5-iodo-

生成物 1

HCID 9153906-Iodo-2-methyl-4H-3,1-benzoxazin-4-one収率 90%

実験手順

2-Amino-5-iodobenzoic acid (25.4 g, 96.6 mmol) was added in portions to cold acetic anhydride (100 mL). The suspension was first stirred without cooling, then the resulting thick precipitate was heated at reflux for 1 h (red solution). The product crystallized spontaneously upon cooling. After stirring in ice for 30 min, the crystals were filtered off and washed twice with heptane. The crystals were thoroughly dried at 0.1 mbar/50° C. One obtained 25.1 g (90%) of beige crystals. MS: m/z=287 (M).

後処理

temperaturewithout cooling
temperaturethe resulting thick precipitate was heated
temperatureat reflux for 1 h (red solution)
customThe product crystallized spontaneously
temperatureupon cooling
stirringAfter stirring in ice for 30 min
filtrationthe crystals were filtered off
washwashed twice with heptane
customThe crystals were thoroughly dried at 0.1 mbar/50° C

出典と根拠

ORDレコード: ord-f1525804138841f4a88333612dbe8237
出典データセット: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07728142B2

反応ノート

読み込み中…

参加物