Chloromalonaldehyde → (6-Chloro-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methanol

HRID 858628ノート

反応式

HRID 858628 の反応式
[NH2:1][C:2]1[N:6]=[C:5]([CH2:7][OH:8])[NH:4][N:3]=1.[Cl:9][CH:10]([CH:13]=O)[CH:11]=O>C(O)(=O)C>[Cl:9][C:10]1[CH:11]=[N:1][C:2]2[N:3]([N:4]=[C:5]([CH2:7][OH:8])[N:6]=2)[CH:13]=1

参加物

4

反応物 2

HCID 147646ChloromalonaldehydeHCID 222697(5-amino-1H-1,2,4-triazol-3-yl)methanol

生成物 1

HCID 23056782(6-Chloro-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methanol

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

To a slurry of (3-amino-1H-1,2,4-triazol-5-yl)methanol (28.5 g, 150 mmol) in acetic acid was added chloromalonaldehyde (16 g, 150 mmol). The mixture was heated to 80° C. for 4 hours. Upon cooling of the reaction to room temperature, the product crystallized out as a white solid (25.5 g, 92%). 1H NMR (300 MHz, DMSO-D6) δ: 4.67 (s, 2 H), 5.62 (s, 1 H), 8.94 (d, J=2.45 Hz, 1 H), 9.81 (d, J=2.45 Hz, 1 H). MS (APCI): 185.0 (M+H+).

後処理

  1. temperatureUpon cooling of the reaction to room temperature
  2. customthe product crystallized out as a white solid (25.5 g, 92%)

出典と根拠

ORDレコード
ord-4bb96d1a67cd424499f10b751a94d555
出典データセット
uspto-grants-2006_12
特許番号
US07148226B2

反応ノート

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