Triethylamine hydrochloride → HCID 178421874、化合物

HRID 1489186ノート

反応式

HRID 1489186 の反応式
[C:1]([C:3]1[CH:15]=[CH:14][C:6]2[O:7][C:8]([CH3:13])([CH3:12])[C:9]([CH3:11])=[CH:10][C:5]=2[CH:4]=1)#[N:2].[N-:16]=[N+:17]=[N-:18].[Na+].Cl.C(N(CC)CC)C.[OH-].[Na+]>O.CN1CCCC1=O>[NH:16]1[C:1]([C:3]2[CH:15]=[CH:14][C:6]3[O:7][C:8]([CH3:12])([CH3:13])[C:9]([CH3:11])=[CH:10][C:5]=3[CH:4]=2)=[N:2][N:18]=[N:17]1

参加物

7

反応物 4

HCID 11130Triethylamine hydrochlorideHCID 14798Sodium HydroxideHCID 33557Sodium AzideHCID 145179846-cyano-2,2,3-trimethyl-2H-benzo[b]pyran

生成物 1

HCID 178421874HCID 178421874、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
150 °C

実験手順

A mixture of 6-cyano-2,2,3-trimethyl-2H-benzo[b]pyran (see J. Med. Chem., 1991, 34, 3074) (4 g), sodium azide (4.0 g), triethylamine hydrochloride (4.2 g) and 1-methyl-2-pyrrolidinone (40 ml), was heated at 150° C. for 1 hour. On cooling to room temperature water (200 ml) was added and the mixture was brought to pH 14 by the addition of solid sodium hydroxide. The solution was extracted with ethyl acetate (200 ml) then acidified to pH 3-4 with concentrated hydrochloric acid to give a solid which was filtered off, washed with water and dried to give the title compound, 4.5 g, m.p. 179°-181° C. Found: C, 64.58; H, 5.81; N, 23.46; C13H14N4O requires: C, 64.45; H, 5.82; N, 23.13%.

後処理

  1. additionwas added
  2. extractionThe solution was extracted with ethyl acetate (200 ml)
  3. customto give a solid which
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-6950270ca111401ca922a81e2ab12fa7
出典データセット
uspto-grants-1997_10
特許番号
US05677324

反応ノート

読み込み中…