Dibromomethane → Potassium diphenylmethyldithiocarbamate

HRID 436627

反応式

HRID 436627 の反応式
[C:1]1([CH:7]([N:14]=[C:15]=[S:16])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[SH-:17].[K+:18].CC(C)=O.C(O)(C)(C)C.C(Br)Br>CN(C)C=O.C(N(CC)CC)C>[C:1]1([CH:7]([NH:14][C:15](=[S:17])[S-:16])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[K+:18]

参加物

7

反応物 4

HCID 3024DibromomethaneHCID 102109Potassium bisulfideHCID 520742Benzhydryl isothiocyanateHCID 19966414t-BuOH acetone

生成物 1

HCID 23667332Potassium diphenylmethyldithiocarbamate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

Potassium diphenylmethyldithiocarbamate was prepared from diphenylmethyl isothiocyanate and potassium hydrosulfide in a t-butyl alcohol acetone mixture. A mixture of 29.7 g. of this salt, 26.1 g. of methylene bromide, and 10.1 g. of triethylamine in 200 ml. of dimethylformamide was stirred for about one hour keeping the initial reaction temperature below 30° C. by cooling. The mixture was poured into ice-water, partitioned into ethylene chloride, and gave 24.0 g. of crude product upon evaporation of the ethylene chloride. Purification by dry column chromatography on silica gel using 20% methylene chloride in hexane for developing gave 5.5 g. of solids which were recrystallized from isopropyl alcohol to give 4.4 g. of white crystals, m.p. 106.5°-107.5° C.

後処理

  1. additionA mixture of 29.7 g
  2. customreaction temperature below 30° C.
  3. temperatureby cooling
  4. custompartitioned into ethylene chloride
  5. customgave 24.0 g
  6. customof crude product upon evaporation of the ethylene chloride
  7. customPurification
  8. dry with materialby dry column chromatography on silica gel using 20% methylene chloride in hexane
  9. customfor developing gave 5.5 g
  10. customof solids which were recrystallized from isopropyl alcohol
  11. customto give 4.4 g

出典と根拠

ORDレコード
ord-7f3350bbf1df4667a479c36e7ae3cce7
出典データセット
uspto-grants-1977_02
特許番号
US04009279

関連ノート

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