2-Amino-4,6-dimethyl pyrimidine → HCID 13645991、化合物

HRID 280077ノート

反応式

HRID 280077 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH2:9])[N:3]=1.[CH3:10][Se:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[S:18]([N:21]=[C:22]=[O:23])(=[O:20])=[O:19]>ClCCl>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:22]([NH:21][S:18]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[Se:11][CH3:10])(=[O:19])=[O:20])=[O:23])[N:3]=1

参加物

4

反応物 2

HCID 130212-Amino-4,6-dimethyl pyrimidineHCID 13645990HCID 13645990、化合物

生成物 1

HCID 13645991HCID 13645991、化合物収率 101.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a slurry of 4,6-dimethyl-2-pyrimidinamine (0.36 g, 29 mmol) in dry dichloromethane (5 mL) was added a solution of 2-(methylselenyl)benzenesulfonyl isocyanate (1.5 g, crude, 4.2 mmol) in dichloromethane (5 mL). The heterocycle dissolved. The solution was heated at reflux for two hours and stirred at room temperature overnight. The solution was filtered and rotary evaporated to give 1.7 g of yellow solid. This was dissolved in dichloromethane and chromatographed on a column of silica gel using as eluant 320 mL of 15:1, 220 mL of 10:1, 230 mL of 7.5:1, and finally 240 mL of 5:1 dichloromethane-ether, all with 2 mL/L acetic acid. The appropriate fractions were diluted with toluene and rotary evaporated. The residue was dissolved in dichloromethane, diluted with 1-chlorobutane, and rotary evaporated to give a white crystalline solid. This was slurried in hexanes, collected, rinsed with 1-chlorobutane, 1:1 1-chlorobutanehexanes, and hexanes and air dried. The product was isolated as 1.03 g of small white crystalline plates, melting at 205°-207° C. with decomposition.

後処理

  1. temperatureThe solution was heated
  2. temperatureat reflux for two hours
  3. filtrationThe solution was filtered
  4. customrotary evaporated

出典と根拠

ORDレコード
ord-4dfda201352643398105b4c0982a351a
出典データセット
uspto-grants-1986_05
特許番号
US04588432

反応ノート

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