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

HRID 10246

反応式

HRID 10246 の反応式
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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 887Methanol溶媒

実験手順

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+);

後処理

  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

出典と根拠

ORDレコード
ord-74338b5aed30449facdcc0ace8215f09
出典データセット
uspto-grants-2006_08
特許番号
US07094781B2

関連ノート

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