Phenethyl Isothiocyanate → 1-(4-Chloro-2-(alpha-hydroxybenzyl)benzyl)-3-phenethylthiourea

HRID 442496

反応式

HRID 442496 の反応式
[NH2:1][CH2:2][C:3]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:4]=1[CH:5]([OH:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:18]([N:26]=[C:27]=[S:28])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CO.C(N(CC)CC)C>[Cl:17][C:14]1[CH:15]=[CH:16][C:3]([CH2:2][NH:1][C:27]([NH:26][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[S:28])=[C:4]([CH:5]([OH:12])[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:13]=1

参加物

5

反応物 2

HCID 16741Phenethyl IsothiocyanateHCID 12241006Benzenemethanol,2-(aminomethyl)-5-chloro-a-phenyl-

生成物 1

HCID 214154601-(4-Chloro-2-(alpha-hydroxybenzyl)benzyl)-3-phenethylthiourea

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 8471Triethylamine溶媒

実験手順

2-aminomethyl-5-chlorobenzhydrol (10 g; 0.04 mole) in 100 ml methanol and 2 ml triethylamine was treated dropwise with a solution of phenethyl isothiocyanate (8.6 g; 0.053 mole) in 25 ml of methanol. After 16 hours at room temperature the reaction mixture was evaporated and the residue was extracted with petroleum ether. The residual oil was recrystallized from diisopropyl ether to yield 1-(4-chloro-2-(α-hydroxybenzyl)benzyl)-3-phenethylthiourea as a white powder (M.Pt. 97° -- 101° ).

後処理

  1. customAfter 16 hours at room temperature the reaction mixture was evaporated
  2. extractionthe residue was extracted with petroleum ether
  3. customThe residual oil was recrystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-93903d4497c1482bb535b4bb2fd9bcc5
出典データセット
uspto-grants-1977_08
特許番号
US04045572

関連ノート

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