Triethylamine → 1-Ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)thiourea

HRID 1701202노트

반응식

HRID 1701202 반응식
Cl.[S:2]1[CH:6]=[CH:5][C:4]2[CH:7]([NH2:11])[CH2:8][CH2:9][CH2:10][C:3]1=2.C(N(CC)CC)C.[CH2:19]([N:21]=[C:22]=[S:23])[CH3:20]>O1CCCC1>[CH2:19]([NH:21][C:22]([NH:11][CH:7]1[C:4]2[CH:5]=[CH:6][S:2][C:3]=2[CH2:10][CH2:9][CH2:8]1)=[S:23])[CH3:20]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10966Ethyl isothiocyanateHCID 173886004,5,6,7-Tetrahydrobenzo[b]thiophen-4-amine hydrochloride

생성물 1

HCID 203489451-Ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)thiourea

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
50 °C

실험 절차

A sample of 9.48 grams of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride is stirred in 100 ml. of dry tetrahydrofuran, and 6.06 grams of triethylamine is added. After stirring for 15 to 30 minutes, 5.23 grams of ethyl isothiocyanate in 20 ml. of dry tetrahydrofuran is added dropwise, and the mixture is heated for 2 hours at 50° C. The mixture is cooled and filtered, and the filter cake is washed with hexane. The filtrate is evaporated to dryness and poured on ice. The oil is extracted with ether, and the extract is washed with 1 N sulfuric acid, water, and saturated sodium bicarbonate solution. The ether extract is dried and evaporated to dryness to afford an oil. This oil crystallizes in ether to afford 1-ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)thiourea, melting point 106° C. to 112° C.

후처리

  1. temperatureThe mixture is cooled
  2. filtrationfiltered
  3. washthe filter cake is washed with hexane
  4. customThe filtrate is evaporated to dryness
  5. additionpoured on ice
  6. extractionThe oil is extracted with ether
  7. washthe extract is washed with 1 N sulfuric acid, water, and saturated sodium bicarbonate solution
  8. extractionThe ether extract
  9. customis dried
  10. customevaporated to dryness
  11. customto afford an oil
  12. customThis oil crystallizes in ether

출처 및 근거

ORD 기록
ord-a1393d7a6d0c4b0296b8018979af8bb3
출처 데이터셋
uspto-grants-1980_03
특허 번호
US04191830

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