Benzylamine → 4-N-benzyl-6-chloropyrimidine-2,4-diamine

HRID 1838964ノート

反応式

HRID 1838964 の反応式
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[NH2:1][C:2]1[N:3]=[C:4]([Cl:9])[CH:5]=[C:6]([NH:17][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:7]=1

参加物

5

反応物 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 655222-Amino-4,6-dichloropyrimidine

生成物 1

HCID 14842704-N-benzyl-6-chloropyrimidine-2,4-diamine収率 50.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2-amino-4,6-dichloropyrimidine (0.5 g, 3.05 mmol), benzylamine (0.35 ml, 3.2 mmol), potassium carbonate (0.25 g, 1.81 mmol) and ethanol (15 ml) were heated to reflux for 16 h. The reaction mixture was cooled to room temperature and the solvents were removed under reduced pressure. The residue was triturated with ethyl acetate and the white product was collected by filtration. Concentration of the ethyl acetate filtrate also afforded a second crop of product. The combined solids were dried to give the required pyrimidine (0.36 g, 50%), m.p. 136° C.; δH (200 MHz, d6-DMSO) 4.55 (2H, br s, OCH2), 5.87 (1H, br s, C(5)H), 6.54 (2H, br s, NH2), 7.35-7.41 (5H, m, C6H5), 7.72 (1H, m, NH); m/z (+EI) 234 (M+, 85%), 106 (100), 91 (C6H5CH2+, 51%).

後処理

  1. temperaturewere heated
  2. temperatureto reflux for 16 h
  3. customthe solvents were removed under reduced pressure
  4. customThe residue was triturated with ethyl acetate
  5. filtrationthe white product was collected by filtration
  6. customConcentration of the ethyl acetate filtrate also afforded a second crop of product
  7. customThe combined solids were dried

出典と根拠

ORDレコード
ord-858455cc353b4e928daddf56208e776a
出典データセット
uspto-grants-2004_01
特許番号
US06677345B1

反応ノート

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