Triethylamine → 4-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-cyclopropyl-4-bromobenzyl)-N-propylamino]thiazole

HRID 1450259ノート

反応式

HRID 1450259 の反応式
Br[CH:2]([CH3:13])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])=O.[CH:14]1([CH:17]([N:25]([CH2:29][CH2:30][CH3:31])[C:26]([NH2:28])=[S:27])[C:18]2[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=2)[CH2:16][CH2:15]1.C(N(CC)CC)C>C(O)C>[Cl:12][C:6]1[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=1[C:3]1[N:28]=[C:26]([N:25]([CH:17]([CH:14]2[CH2:16][CH2:15]2)[C:18]2[CH:19]=[CH:20][C:21]([Br:24])=[CH:22][CH:23]=2)[CH2:29][CH2:30][CH3:31])[S:27][C:2]=1[CH3:13]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 109239912-Bromo-1-(2,4-dichlorophenyl)propan-1-one2 回HCID 18967805N-(alpha-cyclopropyl-4-bromobenzyl)-N-propylthiourea2 回

生成物 1

HCID 152916084-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-cyclopropyl-4-bromobenzyl)-N-propylamino]thiazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
65 °C

実験手順

14 g of 2-bromo-1-(2,4-dichlorophenyl)-1-propanone (Compound 1), 17.1 g of N-(α-cyclopropyl-4-bromobenzyl)-N-propylthiourea (Compound 64) and 7.6 ml of triethylamine are dissolved in 200 ml of ethanol And the solution is heated to 65° C. The reaction is monitored by TLC. At the end of the reaction, the ethanol is removed and the residue is hydrolysed with water and extracted with methylene chloride. The organic phases are washed and dried. The product is purified on a column of silica, using a mixture of cyclohexane and ethyl acetate (20:1 v/v) as eluent.

後処理

  1. customAt the end of the reaction
  2. customthe ethanol is removed
  3. extractionextracted with methylene chloride
  4. washThe organic phases are washed
  5. customdried
  6. customThe product is purified on a column of silica
  7. additiona mixture of cyclohexane and ethyl acetate (20:1 v/v) as eluent

出典と根拠

ORDレコード
ord-bb239a50ca7f486eb3dcd24314fd4625
出典データセット
uspto-grants-1997_02
特許番号
US05602132

反応ノート

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