Phosphorus oxychloride → (1,2-Benzoxazol-3-yl)methanesulfonyl chloride

반응식

[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][S:11]([OH:14])(=O)=[O:12])=[N:2]1.P(Cl)(Cl)([Cl:17])=O>>[CH:8]1[CH:9]=[C:4]2[C:3]([CH2:10][S:11]([Cl:17])(=[O:14])=[O:12])=[N:2][O:1][C:5]2=[CH:6][CH:7]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 98777711,2-Benzisoxazole-3-methanesulfonic acid

생성물 1

HCID 11390621(1,2-Benzoxazol-3-yl)methanesulfonyl chloride

실험 절차

1,2-Benzisoxazole-3-methanesulfonic acid (1) (1.00 g, 4.7 mmol) was mixed with xylenes (10 mL) and phosphorous oxychloride (1.0 mL, 11 mmol) and heated to reflux until the reaction was complete. The mixture was filtered through CELITE™ and evaporated to dryness to yield 1,2-benzisoxazole-3-methanesulfonyl chloride (2) as a light brown solid. It was dissolved in ethyl acetate (10 mL), cooled in an ice-bath and treated with ammonia. Work-up analogous to example 2 gave pure zonisamide.

후처리

temperatureheated
temperatureto reflux until the reaction
filtrationThe mixture was filtered through CELITE™
customevaporated to dryness

출처 및 근거

ORD 기록: ord-3a5159e2e98f4bbbba596e011308b714
출처 데이터셋: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07375233B2

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