2-Amino-4,6-dimethyl pyrimidine → HCID 13645991, 화합물

HRID 280077노트

반응식

HRID 280077 반응식
[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

참가 물질

4

반응물 2

HCID 130212-Amino-4,6-dimethyl pyrimidineHCID 13645990HCID 13645990, 화합물

생성물 1

HCID 13645991HCID 13645991, 화합물수율 101.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4dfda201352643398105b4c0982a351a
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588432

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