Benzoyl chloride → N1-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]benzamide

HRID 9139

반응식

HRID 9139 반응식
[NH2:1][CH2:2][CH2:3][C:4]([C:6]1[CH:20]=[CH:19][C:9]2[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=2[CH:7]=1)=[O:5].C(N(CC)CC)C.[C:28](Cl)(=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CN(C=O)C>[CH2:17]([NH:16][C:14]([NH:13][C:11]1[S:12][C:8]2[CH:7]=[C:6]([C:4](=[O:5])[CH2:3][CH2:2][NH:1][C:28](=[O:35])[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:20]=[CH:19][C:9]=2[N:10]=1)=[O:15])[CH3:18]

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 219855561-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylurea

생성물 1

HCID 21985596N1-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]benzamide수율 28%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea (0.033 g, 0.10 mmol) in 1 mL anhydrous DMF was treated with triethylamine (0.028 mL, 0.20 mmol, 2.0 eq) at room temperature. It was stirred for about 5 min, followed by the addition of benzoyl chloride (0.014 mL, 0.12 mmol, 1.2 eq). It was stirred for about 2.5 hours, quenched with MeOH, filtered, concentrated, and purified by HPLC to give the desired compound 0.011 g (28%). LC/MS 396.7 (M+1); LC retention time 2.74 min.

후처리

  1. stirringIt was stirred for about 2.5 hours
  2. customquenched with MeOH
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by HPLC

출처 및 근거

ORD 기록
ord-d4a430f6fb924fac95a71637b5597afc
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

연결된 노트

불러오는 중…