Dimethylcarbamoyl Chloride → Tert-butyl (2-(3,3-dimethylureido)-4-(thiophen-2-yl)phenyl)carbamate

HRID 62697

반응식

HRID 62697 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17].[CH3:21][N:22]([CH3:26])[C:23](Cl)=[O:24]>N1C=CC=CC=1.C1(C)C=CC=CC=1.O>[CH3:21][N:22]([CH3:26])[C:23](=[O:24])[NH:1][C:2]1[CH:7]=[C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)[CH:5]=[CH:4][C:3]=1[NH:13][C:14](=[O:20])[O:15][C:16]([CH3:17])([CH3:19])[CH3:18]

참가 물질

6

반응물 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 57717474tert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate

생성물 1

HCID 71007375Tert-butyl (2-(3,3-dimethylureido)-4-(thiophen-2-yl)phenyl)carbamate수율 81%

시약·촉매·용매 3

HCID 962Water용매HCID 1049Pyridine용매HCID 1140Toluene용매

실험 절차

To a solution of tert-butyl 2-amino-4-(thiophen-2yl)phenylcarbamate (0.12 g, 0.41 mmol, 1.0 equiv.) in pyridine (2 mL) was added a solution of dimethylcarbamic chloride (0.07 g, 0.62 mmol, 1.5 equiv.) in toluene (0.3 mL). The resulting solution was stirred at room temperature overnight. The crude residue was diluted with water (10 mL) and extracted with ethyl acetate (10 mL×2). The combined organic layers were washed with water (10 mL), dried, filtered and concentrated. The crude residue was washed with petroleum ether (5 mL) to afford tert-butyl (2-(3,3-dimethylureido)-4-(thiophen-2-yl)phenyl)carbamate (0.12 g, 80% yield).

후처리

  1. extractionextracted with ethyl acetate (10 mL×2)
  2. washThe combined organic layers were washed with water (10 mL)
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. washThe crude residue was washed with petroleum ether (5 mL)

출처 및 근거

ORD 기록
ord-5aa9c5dd39104fa98b5ad0aa30f21e19
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447030B2

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