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

HRID 263194ノート

反応式

HRID 263194 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3c0e1f6bd2e64b20aee890e6f8549ae9
出典データセット
uspto-grants-1979_05
特許番号
US04156670

反応ノート

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