Diisopropylethylamine → 4-Methyl-phenyl sulfamic acid-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-amide

HRID 1181228

반응식

HRID 1181228 반응식
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[C:6]([Cl:15])[N:5]=[CH:4][N:3]=1.C(N(C(C)C)CC)(C)C.[K].[CH3:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][S:34](=[O:37])(=[O:36])[NH2:35])=[CH:29][CH:28]=1>CS(C)=O.CO>[Cl:15][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:35][S:34](=[O:36])(=[O:37])[NH:33][C:30]2[CH:29]=[CH:28][C:27]([CH3:26])=[CH:32][CH:31]=2)[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1

참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 219795544,6-Dichloro-5-(4-methylphenyl)pyrimidineHCID 695129304-Methyl-phenyl sulfamic acid amide potassium salt

생성물 1

HCID 219795524-Methyl-phenyl sulfamic acid-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-amide수율 62.1%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매

실험 절차

To 4,6-dichloro-5-p-tolyl-pyrimidine (Referential Example 7) (2.0 g) dissolved in DMSO (35 ml) was added di-isopropyl-ethyl-amine (1.46 ml) followed by addition of 4-methyl-phenyl sulfamic acid amide potassium salt (2.78 g) [prepared from the product described in Referential Example 19 and potassium tert.-butylate in methanol followed by evaporation of the solvent]. The mixture was stirred for 48 h at rt then poured onto water (500 ml) and diethylether (250 ml) was added and the solution was stirred for 30 min. The layers were separated and the water layer was acidified with acetic acid (2.0 ml) and cooled to 0° C. for 1 h. The precipitated product was filtered off and washed with water and diethylether and dried to give 4-methyl-phenyl sulfamic acid-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-amide (2.02 g). tR=5.00 min (LC); [M+H]+=389.11 (ES+);

후처리

  1. customprepared from the product
  2. customfollowed by evaporation of the solvent]
  3. additionthen poured onto water (500 ml) and diethylether (250 ml)
  4. additionwas added
  5. stirringthe solution was stirred for 30 min
  6. customThe layers were separated
  7. temperaturecooled to 0° C. for 1 h
  8. filtrationThe precipitated product was filtered off
  9. washwashed with water and diethylether
  10. customdried

출처 및 근거

ORD 기록
ord-e4cd05bddae34722a19c60dae901e047
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07285549B2

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