N,N'-Dimethylthiourea → 2-Methylimino-3-methyl-5-t-butyl-tetrahydro-1,3,5-thiadiazin-4-one

HRID 237073노트

반응식

HRID 237073 반응식
[C:1]([N:5]([CH2:9]Cl)[C:6](Cl)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:11][NH:12][C:13]([NH:15][CH3:16])=[S:14]>C1(C)C=CC=CC=1>[CH3:11][N:12]=[C:13]1[N:15]([CH3:16])[C:6](=[O:7])[N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:9][S:14]1

참가 물질

4

반응물 2

HCID 2723631N,N'-DimethylthioureaHCID 21314703N-t-butyl-N-chloromethylcarbamoyl chloride

생성물 1

HCID 213147402-Methylimino-3-methyl-5-t-butyl-tetrahydro-1,3,5-thiadiazin-4-one수율 83%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

In 50 ml of toluene, were dissolved 3.7 g (0.02 mole) of N-t-butyl-N-chloromethylcarbamoyl chloride and 2.0 g (0.02 mole) of 1,3-dimethylthiourea. The solution was heated under reflux with stirring for one hour. After cooling, the precipitated crystals (m.p. >220° C. decomp.) were collected by filtration, washed with a small quantity of acetone, dissolved again in 100 ml of water, admixed with 10 ml of a 20% sodium hydroxide solution, and extracted with 50 ml of benzene. The benzene layer was dried and concentrated under reduced pressure to obtain 3.5 g (83% yield) of crystals melting at 51°-52° C.

후처리

  1. temperatureThe solution was heated
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals (m.p. >220° C. decomp.) were collected by filtration
  5. washwashed with a small quantity of acetone
  6. dissolutiondissolved again in 100 ml of water
  7. extractionextracted with 50 ml of benzene
  8. dry with materialThe benzene layer was dried
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f1e14114cecc466f8a0db06299925de7
출처 데이터셋
uspto-grants-1979_06
특허 번호
US04159328

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