Ammonia → (3-Benzylphenyl)thiourea

HRID 2237609

반응식

HRID 2237609 반응식
[CH2:1]([C:8]1[CH:9]=[C:10]([CH:12]=[CH:13][CH:14]=1)[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15](N1C=CN=C1)([N:17]1C=CN=C1)=[S:16].N>ClCCl.CO.C(OC(=O)C)C>[CH2:1]([C:8]1[CH:9]=[C:10]([NH:11][C:15]([NH2:17])=[S:16])[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

7

반응물 3

HCID 222AmmoniaHCID 802641,1'-ThiocarbonyldiimidazoleHCID 3088693-Benzylaniline

생성물 1

HCID 5277306(3-Benzylphenyl)thiourea

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3-benzylaniline (183 mg, 1 mmol) and 1,1′-thiocarbonyldiimidazole (197 mg, 1.1 mmol) in dichloromethane (5 ml) is stirred at room temperature for 1.5 hours. 2 M ammonia in methanol (2.5 ml) is added to the solution and the mixture is stirred at room temperature overnight. The solution is diluted with ethylacetate, and the organic layer is washed with 5% HCl, saturated NaHCO3, and brine, and dried (anhydrous Na2SO4). The crude product is recrystallized from ethylacetate and petroleum ether to give the desired product as a white powder. 1H NMR (300 Hz, CDCl3) δ 7.93 (br s, 1H, NH), 7.73-7.02 (m, 9H, Aryl H), 6.06 (br s, 2H, NH2), 3.98 (s, 2H, CH2). MS (APCI) m/z 243 [M+H]±.

후처리

  1. washthe organic layer is washed with 5% HCl, saturated NaHCO3, and brine
  2. dry with materialdried (anhydrous Na2SO4)
  3. customThe crude product is recrystallized from ethylacetate and petroleum ether

출처 및 근거

ORD 기록
ord-d3a02f982036425fb54709afc3e41d80
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718671B2

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