Triethylamine → 1-isopropyl-3-(5,6,7,8-tetrahydro-4H-cyclohepta[b]thien-4-yl)urea

HRID 262052Notes

Reaction equation

HRID 262052 reaction equation
[CH:1]([N:4]=[C:5]=[O:6])([CH3:3])[CH3:2].Cl.[S:8]1[CH:12]=[CH:11][C:10]2[CH:13]([NH2:18])[CH2:14][CH2:15][CH2:16][CH2:17][C:9]1=2.C(N(CC)CC)C>O1CCCC1>[CH:1]([NH:4][C:5]([NH:18][CH:13]1[C:10]2[CH:11]=[CH:12][S:8][C:9]=2[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:6])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61277Isopropyl isocyanateHCID 213198545,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-4-amine hydrochloride

Product 1

HCID 213198531-isopropyl-3-(5,6,7,8-tetrahydro-4H-cyclohepta[b]thien-4-yl)urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In dry tetrahydrofuran, stoichiometric quantities of isopropyl isocyanate, 5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophen-4-amine hydrochloride, and triethylamine are stirred at room temperature for 2 hours and then heated at reflux for half an hour. The title product is then collected and washed with water.

Workup

  1. temperatureheated
  2. temperatureat reflux for half an hour
  3. customThe title product is then collected
  4. washwashed with water

Sources & evidence

ORD record
ord-8b987d80bcfa4cc08c453712dc718196
Source dataset
uspto-grants-1979_05
Patent number
US04153611

Reaction notes

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