1-Chloro-2,4-Dinitrobenzene → HCID 178484976、化合物

HRID 597239ノート

反応式

HRID 597239 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[C:14]([NH:16][C:17]([NH:22][CH3:23])=[N:18][CH2:19][CH2:20][SH:21])#[N:15]>C(O)C>[C:14]([NH:16][C:17]([NH:22][CH3:23])=[N:18][CH2:19][CH2:20][S:21][C:5]1[CH:6]=[CH:7][C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])#[N:15]

参加物

4

反応物 2

HCID 61-Chloro-2,4-DinitrobenzeneHCID 178485018HCID 178485018、化合物

生成物 1

HCID 178484976HCID 178484976、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A solution of cysteamine hydrochloride (5.68 g) in water (20 ml) was added to a suspension of N-cyano-N,S-dimethyl-isothiourea (6.46 g) in ethanol (100 ml). A solution of sodium hydroxide (4.0 g) in water (20 ml) was added to the mixture and the suspension was heated under reflux for 1 hour. The resulting clear solution was concentrated to remove ethanol, a little more water was added and the alkaline aqueous solution was extracted with ethyl acetate. The aqueous solution was adjusted to pH4 with hydrochloric acid and extracted with ethyl acetate. This latter organic extract was dried and evaporated to give N-cyano-N'-methyl-N"-(2-mercaptoethyl)guanidine (6.12 g) as a colourless oil. In order to characterise this product a solution of 2,4-dinitrochlorobenzene (7.7 g) in 95% ethanol (50 ml) was added to a solution of N-cyano-N'-methyl-N"-(2-mercaptoethyl)-guanidine (6.0 g) in 95% ethanol. The mixture was refluxed for 1 hour and cooled. The resulting crystalline solid (7.73 g) was collected and was triturated with a large volume of ether and was recrystallised from acetonitrile to afford N-cyano-N'-methyl-N"-[S-(2,4-dinitrophenyl)-2-mercaptoethyl]-guanidine, m.p. 210°-211° C.

後処理

  1. temperatureThe mixture was refluxed for 1 hour
  2. temperaturecooled
  3. customThe resulting crystalline solid (7.73 g) was collected
  4. customwas triturated with a large volume of ether
  5. customwas recrystallised from acetonitrile

出典と根拠

ORDレコード
ord-fb81a81b85cc4299b112171ebf4539b7
出典データセット
uspto-grants-1977_03
特許番号
US04013678

反応ノート

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