Hydrochloric Acid → HCID 178503862、化合物

HRID 839619

反応式

HRID 839619 の反応式
[NH2:1][CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=1[Cl:15])=[S:6].Cl.I[CH3:18].[OH-].[Na+]>O.C(O)C>[NH2:1][CH2:2][CH2:3][NH:4][C:5](=[N:7][C:8]1[C:9]([Cl:15])=[CH:10][CH:11]=[CH:12][C:13]=1[Cl:14])[S:6][CH3:18]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 30367871-(2-Aminoethyl)-3-(2,6-dichlorophenyl)thiourea

生成物 1

HCID 178503862HCID 178503862、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A solution of 12.68 g. of 1-(2-aminoethyl)-3-(2,6-dichlorophenyl)thiourea in 80 ml. of ethanol, 4.0 ml. of concentrated hydrochloric acid and 12 ml. of iodomethane was refluxed for 2 hours. On cooling, the mixture was poured onto 200 ml. of water and sufficient 4N sodium hydroxide was added to bring the pH to 11. The aqueous solution was extracted 3 × 150 ml. of methylene chloride, and the combined organic layers were washed 1 × 100 ml. of water, dried over potassium carbonate and concentrated. The resulting gum gave a solid on standing, i.e., 1-(2-aminoethyl)-3-(2,6-dichlorophenyl)-2-methylthiopseudourea, m.p. 74°-79°, whose spectral data were consistent with the assigned structure. The material was too labile for purification and was acidified with hydrochloric acid and crystallized from ethanol-ether to give 14.10 g. (84%) of 1-(2-aminoethyl)-3-(2,6-dichlorophenyl)-2-methylthiopseudourea dihydrochloride, m.p. 179°-184°. Two crystallizations from ethanol-ether gave an analytical sample, m.p. 179°-182°.

後処理

  1. temperatureOn cooling
  2. additionthe mixture was poured onto 200 ml
  3. extractionThe aqueous solution was extracted 3 × 150 ml
  4. washof methylene chloride, and the combined organic layers were washed 1 × 100 ml
  5. dry with materialof water, dried over potassium carbonate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-893d19e38ab145dfb4c189e0a7cda04c
出典データセット
uspto-grants-1978_06
特許番号
US04096276

関連ノート

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