5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → N-cyano-N'-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N"-(2-methoxyethyl)guanidine

HRID 65756

반응식

HRID 65756 반응식
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].[C:15]([NH:17][C:18](SC)=[N:19][CH2:20][CH2:21][O:22][CH3:23])#[N:16]>>[C:15]([NH:17][C:18]([NH:14][CH2:13][CH2:12][S:11][CH2:10][C:8]1[O:9][C:5]([CH2:4][N:2]([CH3:1])[CH3:3])=[CH:6][CH:7]=1)=[N:19][CH2:20][CH2:21][O:22][CH3:23])#[N:16]

참가 물질

3

반응물 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 71369462Methyl N-cyano-N'-(2-methoxyethyl)carbamimidothioate

생성물 1

HCID 53800450N-cyano-N'-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N"-(2-methoxyethyl)guanidine수율 41.3%

실험 절차

A mixture of 2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethanamine (2.14 g) and N-cyano-N'-(2-methoxyethyl)-carbamimidothioic acid, methyl ester (1.73 g) was heated on a steam bath for 6.5 hr. Vacuum was applied occasionally to remove methanethiol. The crude product was purified by chromatography (silica gel/methanol) to give N-cyano-N'-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N"-(2-methoxyethyl)guanidine (1.4 g). Analysis Found: C, 50.51; H, 7.20; N, 19.41, C15H25N5O2S.H2O requires: C, 50.42; H, 7.50; N, 19.60%.

후처리

  1. temperaturewas heated on a steam bath for 6.5 hr
  2. customto remove methanethiol
  3. customThe crude product was purified by chromatography (silica gel/methanol)

출처 및 근거

ORD 기록
ord-53986d07b5e4469390d9ba786e2c3998
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04128658

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