2-Methylbenzoxazole → 2-Methyl-1,3-benzoxazole-6-sulfonyl chloride

反応式

[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][C:7]1[O:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=1>>[CH3:6][C:7]1[O:8][C:9]2[CH:15]=[C:14]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:13]=[CH:12][C:10]=2[N:11]=1

参加物

反応物 2

HCID 72252-Methylbenzoxazole

HCID 24638Chlorosulfonic acid

生成物 1

HCID 545939422-Methyl-1,3-benzoxazole-6-sulfonyl chloride収率 59.9%

反応条件

温度: 117.5 °C

実験手順

Chlorosulfonic acid (12.5 ml, 187.8 mmol) was cooled in an ice bath and 2-methylbenzoxazole (5.0 g, 37.5 mmol) was carefully added drop wise over a period of 15 min. The combined mixture was heated at 115-120° C. for 16 hours. After cooling, the mixture was added very slowly to ca. 100 ml ice/water mix. The white solid that separated was collected by filtration, washed with water until washings were neutral and dried to yield 5.2 g (59%) of Compound 8, whose structure is given below:

後処理

customof 15 min
temperatureAfter cooling
additionmix
customThe white solid that separated
filtrationwas collected by filtration
washwashed with water until washings
customdried

出典と根拠

ORDレコード: ord-fc02be8a887c406494b32fa1cb581422
出典データセット: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08846952B2

反応ノート

読み込み中…

参加物