Ammonia → n-Propoxybenzamidine methyl sulfate

HRID 2082712

反応式

HRID 2082712 の反応式
[CH3:1][O:2][S:3]([OH:6])(=[O:5])=[O:4].[CH2:7]([O:10][C:11]1[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=1[C:13](=[NH:16])OC)[CH2:8][CH3:9].[NH3:21]>C(O)C>[CH3:1][O:2][S:3]([OH:6])(=[O:5])=[O:4].[CH2:7]([O:10][C:11]1[CH:20]=[CH:19][CH:18]=[CH:17][C:12]=1[C:13]([NH2:21])=[NH:16])[CH2:8][CH3:9]

参加物

4

反応物 2

HCID 222AmmoniaHCID 86735597Methyl 2-n-propoxybenzimidate methyl sulfate

生成物 1

HCID 86734867n-Propoxybenzamidine methyl sulfate収率 60%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a warm, stirred solution of 2-n-propoxybenzamide (896 g., 5.0 moles) in 1,2-dichloroethane (5 l) was added dimethyl sulfate (950 ml., 10.0 moles) over a period of about 0.5 hour. The mixture was stirred and heated under reflux for 17 hours. The solvent was removed. The residual oily solid was collected by filtration, washed with ethyl acetate and dried to give methyl 2-n-propoxybenzimidate methyl sulfate (403 g.), m.p. 79°-82°. The combined filtrate and washings were stored at 0° for 18 hours and gave a second crop (503 g.) of benzimidate, m.p. 81°-83°. A slurry of the methyl 2-n-propoxybenzimidate methyl sulfate (906 g.) in ethanol (1 l) was added to ethanol ( 4 l) which had previously been saturated with gaseous ammonia. The mixture was stored at room temperature for 17 hours. The mixture was filtered. The filtrate was evaporated to dryness to give 2-n-propoxybenzamidine methyl sulfate (872 g., 60%), m.p. 86°-88°.

後処理

  1. filtrationThe mixture was filtered
  2. customThe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-e062777e0e5245c9bd927f99545a8aa8
出典データセット
uspto-grants-1978_04
特許番号
US04082751

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