1,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamine → 1-(5-Bromothien-2-ylmethyl)-5-chloropyrimidin-2-one

HRID 434655ノート

反応式

HRID 434655 の反応式
C(OC(OCC(C)(C)C)N(C)C)C(C)(C)C.[Cl:17][C:18]1[CH:19]=[N:20][C:21](=[O:24])[NH:22][CH:23]=1.[Br:25][C:26]1[S:30][C:29]([CH2:31]O)=[CH:28][CH:27]=1>CN(C)C=O>[Br:25][C:26]1[S:30][C:29]([CH2:31][N:20]2[CH:19]=[C:18]([Cl:17])[CH:23]=[N:22][C:21]2=[O:24])=[CH:28][CH:27]=1

参加物

5

反応物 3

HCID 786231,1-Bis(2,2-dimethylpropoxy)-N,N-dimethylmethanamineHCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 11435467(5-Bromothiophen-2-yl)methanol

生成物 1

HCID 204917611-(5-Bromothien-2-ylmethyl)-5-chloropyrimidin-2-one収率 45.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

N,N-Dimethylformamide dineopentyl acetal (2.25 ml) was added to a stirred suspension of 5-chloropyrimidin-2-one (653 mg) and 5-bromo-2-hydroxymethylthiophene (1.351 g) in dry N,N-dimethylformamide (12.5 ml) under nitrogen and then the mixture was heated at 40° C. After 2 h the temperature was increased to 80° C. After 4 h the reaction mixture was evaporated to dryness and the residue triturated with diethyl ether. The solid was collected and crystallised from acetone to give off white crystals of the title pyrimidinone (691 mg), m.p. 217°-220° C., λmax (EtOH) 243.5 nm (ε 13,810), 336 nm (ε 1,190).

後処理

  1. temperatureAfter 2 h the temperature was increased to 80° C
  2. customAfter 4 h the reaction mixture was evaporated to dryness
  3. customthe residue triturated with diethyl ether
  4. customThe solid was collected
  5. customcrystallised from acetone

出典と根拠

ORDレコード
ord-8983776e7a9a42ca87ea3ed0d4d526b3
出典データセット
uspto-grants-1983_08
特許番号
US04399140

反応ノート

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