Triethylamine → [5-(2,4-Dichlorophenyl)-[1,3,4]thiadiazol-2-yl]carbamic acid 1-methyl-1H-benzimidazol-5-ylmethyl ester

HRID 1498954ノート

反応式

HRID 1498954 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[S:13][C:12]([NH2:14])=[N:11][N:10]=1.[C:15](Cl)(=O)[O:16]C1C=CC=CC=1.C(N(CC)CC)C.[CH3:32][N:33]1[C:37]2[CH:38]=[CH:39][C:40]([CH2:42][OH:43])=[CH:41][C:36]=2[N:35]=[CH:34]1.N12CCCN=C1CCCCC2>O1CCCC1>[CH3:32][N:33]1[C:37]2[CH:38]=[CH:39][C:40]([CH2:42][O:43][C:15](=[O:16])[NH:14][C:12]3[S:13][C:9]([C:3]4[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=4[Cl:1])=[N:10][N:11]=3)=[CH:41][C:36]=2[N:35]=[CH:34]1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 1826385-(2,4-Dichlorophenyl)-1,3,4-thiadiazol-2-amineHCID 14518388(1-methyl-1H-benzo[d]imidazol-5-yl)methanol

生成物 1

HCID 68642019[5-(2,4-Dichlorophenyl)-[1,3,4]thiadiazol-2-yl]carbamic acid 1-methyl-1H-benzimidazol-5-ylmethyl ester収率 14%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In tetrahydrofuran (20 ml), 5-(2,4-dichlorophenyl)-[1,3,4]thiadiazol-2-ylamine (80 mg, 0.33 mmol) was suspended, and phenyl chlorocarbonate (56 mg, 0.36 mmol) and triethylamine (36 mg, 0.36 mmol) were added thereto. The mixture was stirred at a room temperature for one hour. To the mixture, (1-methyl-1H-benzimidazol-5-yl)methanol (63 mg, 0.39 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (60 mg, 0.39 mmol) were added, and the resulting mixture was heated and stirred for one hour. After the resulting mixture was allowed to cool, the precipitate was washed with a small quantity of chloroform to give the title compound (20 mg, 14%) as a light-brown substance.

後処理

  1. temperaturethe resulting mixture was heated
  2. stirringstirred for one hour
  3. temperatureto cool
  4. washthe precipitate was washed with a small quantity of chloroform

出典と根拠

ORDレコード
ord-af73bd825c0b4639b9328ad6c5979a27
出典データセット
uspto-grants-2015_12
特許番号
US09200008B2

反応ノート

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