Carbon Disulfide → Metiamide

HRID 372269ノート

反応式

HRID 372269 の反応式
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[CH:12]1([N:18]=[C:19]=NC2CCCCC2)CCCCC1.C(=S)=[S:28]>N1C=CC=CC=1>[CH3:12][NH:18][C:19]([NH:11][CH2:10][CH2:9][S:8][CH2:7][C:3]1[N:4]=[CH:5][NH:6][C:2]=1[CH3:1])=[S:28]

参加物

5

反応物 3

HCID 6348Carbon DisulfideHCID 10868DicyclohexylcarbodiimideHCID 6655684-(((2-Aminoethyl)thio)methyl)-5-methylimidazole

生成物 1

HCID 1548992Metiamide

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

A solution of 2-((5-methyl-4-imidazolyl)methylthio)ethylamine (3.42 g 0.02 mol) in dry pyridine (15 ml) was slowly added under dry nitrogen to a stirred solution of N,N'-dicyclohexylcarbodiimide (4.12 g 0.02 mol) and carbon disulphide (20 ml) in dry pyridine (10 ml) at -10°. The mixture was stirred for 4 hours at -10° and 18 hours at room temperature and was filtered. The filtrate was evaporated to dryness and the residue was dissolved in warm acetonitrile and the solution was cooled, filtered and the filtrate was evaporated to dryness. The residue was boiled for five minutes with an excess of aqueous methylamine. The solid which crystallised on cooling was recrystallised from water to give N-methyl-N'-[2-(5-methyl-4-imidazolylmethylthio)ethyl]thiourea.

後処理

  1. filtrationwas filtered
  2. customThe filtrate was evaporated to dryness
  3. dissolutionthe residue was dissolved in warm acetonitrile
  4. temperaturethe solution was cooled
  5. filtrationfiltered
  6. customthe filtrate was evaporated to dryness
  7. waitThe residue was boiled for five minutes
  8. customThe solid which crystallised
  9. temperatureon cooling
  10. customwas recrystallised from water

出典と根拠

ORDレコード
ord-d1717f6fb9614bc78686e243b654e867
出典データセット
uspto-grants-1978_05
特許番号
US04090026

反応ノート

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