Benzyl Isothiocyanate → N-Benzyl-N'-(3-chloro-5-trifluoromethyl-2-pyridyl)methylthiourea

HRID 2416014ノート

反応式

HRID 2416014 の反応式
Cl.[Cl:2][C:3]1[C:4]([CH2:13][NH2:14])=[N:5][CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH2:15]([N:22]=[C:23]=[S:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCCC1.C(N(CC)CC)C>[CH2:15]([NH:22][C:23]([NH:14][CH2:13][C:4]1[C:3]([Cl:2])=[CH:8][C:7]([C:9]([F:12])([F:10])[F:11])=[CH:6][N:5]=1)=[S:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

5

反応物 2

HCID 2346Benzyl IsothiocyanateHCID 114997441-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]methanamine--hydrogen chloride (1/1)

生成物 1

HCID 22637232N-Benzyl-N'-(3-chloro-5-trifluoromethyl-2-pyridyl)methylthiourea

試薬・触媒・溶媒 2

HCID 8471Triethylamine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of (3-chloro-5-trifluoromethyl-2-pyridyl)methylamine hydrochloride (0.12 g) and benzylisothiocyanate (0.11 g) in dry tetrahydrofuran (10 ml) was added triethylamine (10 drops) and the mixture stirred at room temperature for 12 hours. The solvent was evaporated and ethyl acetate added. The mixture was washed with 2M hydrochloric acid and then with saturated sodium bicarbonate solution. The organic layer was separated and the solvent removed to give the title product. 1H N.M.R. δ(ppm) 4.7 (2H, broad s), 4.95 (2H, d), 6.9 (1H, broad s), 7.3-7.55 (6H, m), 7.95 (1H, s) and 8.58 (1H, s).

後処理

  1. customThe solvent was evaporated
  2. additionethyl acetate added
  3. washThe mixture was washed with 2M hydrochloric acid
  4. customThe organic layer was separated
  5. customthe solvent removed

出典と根拠

ORDレコード
ord-28e0e1d6a64047fa93a0ce93b34299c0
出典データセット
uspto-grants-2004_11
特許番号
US06821992B1

反応ノート

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