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1H-1,2,4-Triazole → 9-Chloro-2-methoxymethyl-5-[1,2,4]triazol-1-yl-4H-1,3,3a,6-tetraaza-benzoazulene

HRID 1786173
ノート
印刷プレビュー

反応式

HRID 1786173 の反応式
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(N(CC)C(C)C)(C)C.P(Cl)(Cl)(Cl)=O.[Cl:20][C:21]1[CH:22]=[CH:23][C:24]2[NH:33][C:32](=O)[CH2:31][N:30]3[C:26](=[N:27][C:28]([CH2:35][O:36][CH3:37])=[N:29]3)[C:25]=2[CH:38]=1>C(#N)C.O>[Cl:20][C:21]1[CH:22]=[CH:23][C:24]2[N:33]=[C:32]([N:1]3[CH:5]=[N:4][CH:3]=[N:2]3)[CH2:31][N:30]3[C:26]([C:25]=2[CH:38]=1)=[N:27][C:28]([CH2:35][O:36][CH3:37])=[N:29]3
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 92571H-1,2,4-TriazoleHCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 1363478709-Chloro-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one

生成物 1

HCID 684057249-Chloro-2-methoxymethyl-5-[1,2,4]triazol-1-yl-4H-1,3,3a,6-tetraaza-benzoazulene収率 63%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6342Acetonitrile溶媒

反応条件

温度
2.5 °C

実験手順

1,2,4-Triazole (74.3 g, 1.08 mol) was dissolved in acetonitrile (850 mL) and N,N-diisopropylethylamine (195 mL, 1.14 mol) was added. After cooling to 0° C. phosphorous oxychloride (29.8 mL, 326 mmol) was added dropwise and the reaction mixture was stirred at 0-5° C. for 2 h. 9-Chloro-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one (45.4 g, 279 mmol) was added at once and the resulting suspension was heated to reflux for 20 h. After cooling to ambient temperature, water (1.30 L) was added and stirring was continued for another 30 min. The solid was filtered off and washed with water (300 mL) and diethylether (200 mL). Drying in vacuo (65° C.) afforded the title compound (33.8 g, 63%) which was obtained as an off-white solid. MS: m/e=330.1 [M+H]+.

後処理

  1. additionwas added dropwise
  2. temperaturewas heated
  3. temperatureto reflux for 20 h
  4. temperatureAfter cooling to ambient temperature
  5. stirringstirring
  6. waitwas continued for another 30 min
  7. filtrationThe solid was filtered off
  8. washwashed with water (300 mL) and diethylether (200 mL)
  9. customDrying in vacuo (65° C.)

出典と根拠

ORDレコード
ord-2a4940bf20274760a754394e86f2677e
出典データセット
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07507729B2

反応ノート

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