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Methyl iodide → 4-hydroxy-2-methyl-N-(2-thiazolyl)-2H-naphtho [2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

HRID 1730571
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HRID 1730571 반응식
[OH-].[Na+].[OH:3][C:4]1[C:9]2[CH:10]=[CH:11][C:12]3[C:17]([C:8]=2[S:7](=[O:19])(=[O:18])[NH:6][C:5]=1[C:20]([NH:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1)=[O:21])=[CH:16][CH:15]=[CH:14][CH:13]=3.[CH3:28]I>CO>[OH:3][C:4]1[C:9]2[CH:10]=[CH:11][C:12]3[C:17]([C:8]=2[S:7](=[O:19])(=[O:18])[N:6]([CH3:28])[C:5]=1[C:20]([NH:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1)=[O:21])=[CH:16][CH:15]=[CH:14][CH:13]=3
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참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 546959454-Hydroxy-N-(2-thiazolyl)-2H-naphtho-[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

생성물 1

HCID 547184104-hydroxy-2-methyl-N-(2-thiazolyl)-2H-naphtho [2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide수율 40.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3.15 ml of 1 N sodium hydroxide (3.15 millimols) were added dropwise to a suspension of 1.12 gm (3 millimols) of 4-hydroxy-N-(2-thiazolyl) 2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide in 50 ml of methanol and 1.7 gm (12 millimols) of methyl iodide, whereby a reddish solution was formed. The solution was stirred at room temperature for 72 hours and was then evaporated to dryness in vacuo. The residue was triturated with water, filterd off and recrystallized from ethylene chloride, yielding 0.47 gm (40.5% of theory) of 4-hydroxy-2-methyl-N-(2-thiazolyl)-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m.p. 249°-250° C (decomp).

후처리

  1. customwas formed
  2. customwas then evaporated to dryness in vacuo
  3. customThe residue was triturated with water, filterd off and
  4. customrecrystallized from ethylene chloride

출처 및 근거

ORD 기록
ord-1909ea5b44df4dc9b74c1a31c41b4cc1
출처 데이터셋
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03992535

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