Thiourea → 5-(t-Butyl)-2-oxazolylmethyl Thiouronium Hydrochloride

HRID 989424노트

반응식

HRID 989424 반응식
[C:1]([C:5]1[O:9][C:8]([CH2:10][Cl:11])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C>[ClH:11].[C:1]([C:5]1[O:9][C:8]([CH2:10][S:14][C:13]([NH2:15])=[NH2+:12])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 2723790ThioureaHCID 129689745-tert-Butyl-2-(chloromethyl)-1,3-oxazole

생성물 1

HCID 224810765-(t-Butyl)-2-oxazolylmethyl Thiouronium Hydrochloride수율 93%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The title compound of Example 6 (1.77 g, 10.2 mmol, 1.02 eq) was combined with thiourea (0.76 g, 9.98 mmol, 1 eq) under N2 in 10 mL of absolute ethanol. The reaction was heated at reflux for 1.5 hours. The mixture was cooled to room temperature and concentrated in vacuo. Trituration of the resulting crude material with t-butyl methyl ether provided 2.32 g (93%) of the title compound. HPLC R.T.=2.05 min (Phenomenex Inc., 5 μm C18 column 4.6×50 mm, 10-90% aqueous methanol over 4 minutes containing 0.2% phosphoric acid, 4 mL/min, monitoring at 220 nm); 1H NMR (d6-DMSO): δ9.48 (s, 3H), 6.85 (s, 1H), 4.73 (s, 2H), 1.24 (s, 9H).

후처리

  1. temperatureThe reaction was heated
  2. temperatureat reflux for 1.5 hours
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3dccc6a0b4004e3b9b311d929e82d65d
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06639074B2

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