Diethyl Ether → 2-Phenyl-ethenesulfonic acid [6-chloro-5-p-tolyl-pyrimidin-4-yl]-amide

HRID 965624노트

반응식

HRID 965624 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+].[C:26]1([CH:32]=[CH:33][S:34]([NH-:37])(=[O:36])=[O:35])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(OCC)C>CS(C)=O>[Cl:15][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:37][S:34]([CH:33]=[CH:32][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:35])=[O:36])[C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 81531DiisopropylethylamineHCID 219795544,6-Dichloro-5-(4-methylphenyl)pyrimidineHCID 74047229HCID 74047229, 화합물

생성물 1

HCID 738818642-Phenyl-ethenesulfonic acid [6-chloro-5-p-tolyl-pyrimidin-4-yl]-amide수율 62.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To 4,6-dichloro-5-p-tolyl-pyrimidine (2.0 g) disolved in DMSO (35 ml) was added di-isopropyl-ethyl-amine (1.46 ml) followed by 2-phenyl-ethenesulfonamide potassium salt (2.78 g). 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 minutes. 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 2-phenyl-ethenesulfonic acid(6-chloro-5-p-tolyl-pyrimidin-4-yl)-amide (2.02 g). tR=5.32 (LC); M+=386.23 (ES+); M−=384.22 (ES−).

후처리

  1. additionwas added
  2. stirringthe solution was stirred for 30 minutes
  3. customThe layers were separated
  4. temperaturecooled to 0° C. for 1 h
  5. filtrationThe precipitated product was filtered off
  6. washwashed with water and diethylether
  7. customdried

출처 및 근거

ORD 기록
ord-4194ace59e03460db986da8a14bb8414
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951856B2

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