Isothiocyanic acid, p-dimethylaminophenyl ester → N-[4-(dimethylamino)phenyl]-N'-(2,2-dimethylpropyl)-thiourea

HRID 1241619

반응식

HRID 1241619 반응식
[CH3:1][N:2]([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1.[CH3:13][C:14]([CH3:18])([CH3:17])[CH2:15][NH2:16]>C(OCC)C>[CH3:1][N:2]([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([NH:16][CH2:15][C:14]([CH3:18])([CH3:17])[CH3:13])=[S:11])=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 75047Isothiocyanic acid, p-dimethylaminophenyl esterHCID 79882Neopentylamine

생성물 1

HCID 21936574N-[4-(dimethylamino)phenyl]-N'-(2,2-dimethylpropyl)-thiourea수율 85.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 4-dimethylaminophenyl isothiocyanate (4.5 g, 25 mmol) in diethyl ether (100 mL) at room temperature was added a solution of 2,2-dimethyl-1-propanamine (2.94 mL, 25 mmol) and the reaction was stirred at room temperature for 3 hours. The precipitated solid was collected by filtration and dried to afford 5.7 g (85%) of N-[4-(dimethylamino)phenyl]-N′-(2,2-dimethylpropyl)-thiourea, as a white solid: mp 174–176° C.; 1H NMR (DMSO-d6): δ 9.17 (br s, 1H), 7.13 (d, 2H), 7.10 (br s, 1H), 6.68 (d, 2H), 3.33 (d, 2H), 2.86 (s, 6H), and 0.87 ppm (s, 9H); IR (KBr) 3400, 3160, 1600, 1550 cm−1; MS (m/z) 265 (M+).

후처리

  1. filtrationThe precipitated solid was collected by filtration
  2. customdried

출처 및 근거

ORD 기록
ord-064d7ac596c8487ba8bd757eeccbfd98
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115620B2

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