Benzyl Alcohol → Benzyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate Hydrochloride

HRID 1653706

반응식

HRID 1653706 반응식
Cl.[NH:2]1[CH2:7][CH:6]([C:8]([OH:10])=[O:9])[CH2:5][N:4]=[CH:3]1.S(Cl)([Cl:13])=O.C(OCC)C.[CH2:20](O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[ClH:13].[NH:4]1[CH2:5][CH:6]([C:8]([O:10][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:9])[CH2:7][N:2]=[CH:3]1

참가 물질

5

반응물 4

HCID 244Benzyl AlcoholHCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 703421841,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride

생성물 1

HCID 20080426Benzyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate Hydrochloride수율 76%

반응 조건

온도
80 °C

실험 절차

1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride (1.0 g, 6.1 mmol) was suspended in dry benzyl alcohol (20 ml). To the mixture was added thionyl chloride (0.76 g, 6.39 mmol) and the resulting mixture was heated in an oil bath at 80° C. for 24h. The clear solution was poured to anhydrous ethyl ether (100 ml) to induce precipitation. The white solids were collected and crystallized from methanol/THF to give 1.18 g (76%) of product (mp 113°-114° C.). 300 MHz nmr indicated the product. Microanalysis calc.: C 56.58, H 5.89, N 11.00; found: C 56.34, H 6.03, N 11.19.

후처리

  1. customprecipitation
  2. customThe white solids were collected
  3. customcrystallized from methanol/THF

출처 및 근거

ORD 기록
ord-96504962717b40cf9c33794bd881f6c9
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05403845

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