Potassium Hydroxide → S-methyl N-[N'-methyl-N'-(dimethylaminosulfenyl)-carbamoyloxy]thioacetimidate

HRID 1447117ノート

反応式

HRID 1447117 の反応式
[OH-].[K+].[CH3:3][SH-:4][C:5](=[N:7][OH:8])[CH3:6].[CH3:9][N:10]([S:14][N:15]([CH3:17])[CH3:16])[C:11](F)=[O:12]>C1CC2OCCOCCOC3C(OCCOCCOC2CC1)CCCC3.C1C=CC=CC=1>[CH3:9][N:10]([S:14][N:15]([CH3:17])[CH3:16])[C:11]([O:8][N:7]=[C:5]([S:4][CH3:3])[CH3:6])=[O:12]

参加物

6

反応物 3

HCID 14797Potassium HydroxideHCID 12799216N-methyl-N-(dimethylaminosulfenyl)carbamoyl fluorideHCID 178504139HCID 178504139、化合物

生成物 1

HCID 54514859S-methyl N-[N'-methyl-N'-(dimethylaminosulfenyl)-carbamoyloxy]thioacetimidate収率 77.4%

試薬・触媒・溶媒 2

HCID 85955Dicyclohexano-18-crown-6触媒HCID 241Benzene溶媒

実験手順

Powdered potassium hydroxide (3.3 g), 5.2 g of S-methyl-N-hydroxythioacetimidate, 0.1 g dicyclohexyl-18-crown-6, and 200 ml of benzene were stirred at room temperature for 0.5 hr. Then 8.0 g of N-methyl-N-(dimethylaminosulfenyl)carbamoyl fluoride was added slowly at 28° C. The reaction temperature was held at 28°-32° C. with external cooling. The mixture was stirred for 1 hr., and then was washed with water until neutral. After drying (MgSO4), the solution was concentrated in vacuo, and the residue was recrystallized from diisopropyl ether to give 9.0 g (76 percent yield) of S-methyl N-[N'-methyl-N'-(dimethylaminosulfenyl)carbamoyloxy]Thioacetimidate, m.p. 68°-70° C.

後処理

  1. customwas held at 28°-32° C. with external cooling
  2. wash, and then was washed with water until neutral
  3. dry with materialAfter drying (MgSO4)
  4. concentrationthe solution was concentrated in vacuo
  5. customthe residue was recrystallized from diisopropyl ether

出典と根拠

ORDレコード
ord-8fffadb1e6ee4033ba0a4cdf1a1b0fd3
出典データセット
uspto-grants-1982_02
特許番号
US04315928

反応ノート

読み込み中…