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

HRID 399629노트

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HRID 399629 반응식
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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 109239912-Bromo-1-(2,4-dichlorophenyl)propan-1-one2회HCID 18967805N-(alpha-cyclopropyl-4-bromobenzyl)-N-propylthiourea2회

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-41160342b3da4f80b92077bc9f490998
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05821255

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