Dibromomethane → Potassium diphenylmethyldithiocarbamate

HRID 436627

반응식

HRID 436627 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 23667332Potassium diphenylmethyldithiocarbamate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7f3350bbf1df4667a479c36e7ae3cce7
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04009279

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