Triethylamine → 1,3-Di-n-heptyl-1-trichloromethylthio-2-ethyl isothiourea

HRID 462470노트

반응식

HRID 462470 반응식
[CH2:1]([NH:8][C:9](=[N:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[S:10][CH2:11][CH3:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C(N(CC)CC)C.[Cl:28][C:29]([Cl:33])([Cl:32])[S:30]Cl>O1CCCC1>[CH2:14]([N:13]([S:30][C:29]([Cl:33])([Cl:32])[Cl:28])[C:9](=[N:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])[S:10][CH2:11][CH3:12])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 11666Trichloromethanesulfenyl chlorideHCID 13064686HCID 13064686, 화합물

생성물 1

HCID 130860561,3-Di-n-heptyl-1-trichloromethylthio-2-ethyl isothiourea수율 101.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3 g (0.01 mole) 1,3-di-n-heptyl-2-ethyl isothiourea was mixed with 50 ml tetrahydrofuran in a stirred round bottom flask and cooled in an ice bath. 1.4 ml (0.01 mole) triethylamine was added and the mixture stirred for 10 minutes. 1.1 ml (0.01 mole) trichloromethyl sulfenyl chloride was added to the mixture dropwise over 2 minutes. A white precipitate formed and the mixture was stirred for 1 hour while coming to ambient temperature. The resultant reaction mixture was allowed to sit overnight. The mixture was suction filtered to remove the white solid which was rinsed twice with 10 ml of fresh tetrahydrofuran. The filtrate was evaporated under vacuum resulting in 4.55 g of the title product at a yield of 101.2 percent. The resulting liquid had a nD30 of 1.5084 and was identified as the title compound by IR spectrum and mass spectroscopy. Compound No. 297 in Table I.

후처리

  1. temperaturecooled in an ice bath
  2. customA white precipitate formed
  3. stirringthe mixture was stirred for 1 hour
  4. customwhile coming to ambient temperature
  5. customThe resultant reaction mixture
  6. waitto sit overnight
  7. filtrationfiltered
  8. customto remove the white solid which
  9. washwas rinsed twice with 10 ml of fresh tetrahydrofuran
  10. customThe filtrate was evaporated under vacuum

출처 및 근거

ORD 기록
ord-29f5b754bfa94d4cad7d7744360712b4
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04515813

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