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N-Formylmorpholine → N-(4-Morpholinylmethylene)-3-phenyl-1,2,4-thiadiazole-5-sulfonamide

HRID 704032
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반응식

HRID 704032 반응식
S(Cl)(Cl)=O.[C:5]1([C:11]2[N:15]=[C:14]([S:16]([NH2:19])(=[O:18])=[O:17])[S:13][N:12]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH:20]([N:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)=O>>[N:22]1([CH:20]=[N:19][S:16]([C:14]2[S:13][N:12]=[C:11]([C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:15]=2)(=[O:18])=[O:17])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 20417N-FormylmorpholineHCID 24386Thionyl ChlorideHCID 141831323-Phenyl-1,2,4-thiadiazole-5-sulfonamide

생성물 1

HCID 53678661N-(4-Morpholinylmethylene)-3-phenyl-1,2,4-thiadiazole-5-sulfonamide

실험 절차

Thionyl chloride (4.5 ml) was added dropwise to 3.0 g of 3-phenyl-1,2,4-thiadiazole-5-sulfonamide in 15 ml of dry N-formylmorpholine at -5°. The resulting mixture was stirred at room temperature for 3 hours, poured into ice water and stirred for 15 minutes. The solids were collected, washed with water, dried, triturated with ether, washed with hexane and dried (in vacuo, P2O5). Recrystallization from benzene/hexane gave 1.1 g of solid, m.p. 185°-187°.

후처리

  1. stirringstirred for 15 minutes
  2. customThe solids were collected
  3. washwashed with water
  4. customdried
  5. customtriturated with ether
  6. washwashed with hexane
  7. dry with materialdried (in vacuo, P2O5)
  8. customRecrystallization from benzene/hexane

출처 및 근거

ORD 기록
ord-d033f2a879ef45e198c0af31bd2d14c0
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04985450

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