Sodium Hydroxide → HCID 178418894、化合物

HRID 10733

反応式

HRID 10733 の反応式
[CH3:1][O:2][C:3]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:4]=1[C:5]([NH:7][NH:8][C:9]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])=[S:10])=O.[OH-].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:4]=1[C:5]1[N:11]([CH2:12][CH:13]([CH3:15])[CH3:14])[C:9]([SH:10])=[N:8][N:7]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 22084281-[(2,4-Dimethoxybenzoyl)amino]-3-(2-methylpropyl)thiourea

生成物 1

HCID 178418894HCID 178418894、化合物収率 21.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ex-109C: A solution of 1-(2,4-dimethoxy-benzoyl)amino-3-isobutyl-thiourea (Ex-109B, 0.5 g, 1.61 mmol) and sodium hydroxide (0.999M, 4.8 mL, 4.8 mmol) in ethanol (30 mL) was refluxed for one day. The solvent was removed under reduced pressure and the residue redissolved in ethyl acetate. The solution of ethyl acetate was washed with water and brine, dried over sodium sulfate, and concentrated to give 5-(2,4-dimethoxy-phenyl)-4-isobutyl-4H-[1,2,4]triazole-3-thiol (0.1 g). Additional product (0.36 g, 98% overall) was obtained by extracting the water wash with dichloromethane and a mixture of isopropyl alcohol (33%, v/v, in dichloromethane). 1H NMR (CDCl3) δ 10.82 (bs, 1H), 7.24 (d, J=8.1 Hz, 1H), 6.56 (dd, J=8.1, 2.4 Hz, 1H), 6.51 (d, J=2.4 Hz, 1H), 3.85 (s, 3H), 3.77 (s, 3H), 3.72 (d, J=6.7 Hz, 2H), 2.17–2.08 (m, 1H), 0.70 (d, J=6.7 Hz, 6H).

後処理

  1. customThe solvent was removed under reduced pressure
  2. dissolutionthe residue redissolved in ethyl acetate
  3. washThe solution of ethyl acetate was washed with water and brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-0fa6753b39494df987413a4807ef9f7e
出典データセット
uspto-grants-2006_08
特許番号
US07094801B2

関連ノート

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