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Potassium Carbonate → Methyl 2-[[(4,6-dichloropyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzeneacetate

HRID 1702529
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HRID 1702529 반응식
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11]([NH2:14])(=[O:13])=[O:12].C(=O)([O-])[O-].[K+].[K+].[Cl:22][C:23]1[CH:28]=[C:27]([Cl:29])[N:26]=[C:25]([N:30]=[C:31]=[O:32])[N:24]=1>C(#N)C.O>[Cl:29][C:27]1[CH:28]=[C:23]([Cl:22])[N:24]=[C:25]([NH:30][C:31]([NH:14][S:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH2:4][C:3]([O:2][CH3:1])=[O:15])(=[O:12])=[O:13])=[O:32])[N:26]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 123646504,6-Dichloro-2-isocyanatopyrimidineHCID 13064551Methyl 2-(2-sulfamoylphenyl)acetate

생성물 1

HCID 13064559Methyl 2-[[(4,6-dichloropyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzeneacetate수율 45.3%

시약·촉매·용매 2

HCID 962Water용매
HCID 6342
Acetonitrile
용매

실험 절차

To 2.3 g of 2-(aminosulfonyl)benzeneacetic acid methyl ester in 30 ml of acetonitrile was added 1.5 g of anhydrous potassium carbonate and 1.6 g of 4,6-dichloropyrimidin-2-yl isocyanate. The mixture was stirred at room temperature for 6 hours, diluted with 250 g of water and acidified to a pH of about 4. The resulting solid was filtered and dried to yield 1.6 g of methyl 2-[[(4,6-dichloropyrimidin-2-yl)aminocarbonyl]aminosulfonyl]benzeneacetate, a pale yellow solid, m.p. 115°-118° C. It showed infrared absorption peaks at 1730, 1600 and 1560 cm-1 and nuclear magnetic resonance peaks at 3.7 ppm, methyl ester group; 4.2 ppm, benzeneacetic group; 6.9 ppm, pyrimidin H; 7.4-7.6 ppm, aromatic hydrogens; consistent for the product.

후처리

  1. filtrationThe resulting solid was filtered
  2. customdried

출처 및 근거

ORD 기록
ord-1f4837e7f0c047f7a0f457b13ae46a87
출처 데이터셋
uspto-grants-1982_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04348219

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