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

HRID 1653706

反応式

HRID 1653706 の反応式
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

参加物

5

反応物 4

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

生成物 1

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

反応条件

温度
80 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-96504962717b40cf9c33794bd881f6c9
出典データセット
uspto-grants-1995_04
特許番号
US05403845

関連ノート

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