Ethyl isocyanate → 1-Ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea
Reaction equation
[CH2:1]([N:3]=[C:4]=[O:5])[CH3:2].Cl.[S:7]1[CH:11]=[CH:10][C:9]2[CH:12]([NH2:16])[CH2:13][CH2:14][CH2:15][C:8]1=2>>[CH2:1]([NH:3][C:4]([NH:16][CH:12]1[C:9]2[CH:10]=[CH:11][S:7][C:8]=2[CH2:15][CH2:14][CH2:13]1)=[O:5])[CH3:2]Participants
3
Procedure
In the manner described in Example 1, ethyl isocyanate is allowed to react with 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine hydrochloride to afford 10.1 grams of 1-ethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea. Recrystallization of the crude product from 2-propanol-water (9/1) affords crystals which are dissolved in chloroform and washed successively with 1 N sulfuric acid, water and saturated sodium bicarbonate solution. This gives the desired product, melting point 184° C. to 188.5° C. after evaporation of the chloroform.
Sources & evidence
- ORD record
- ord-8fc7aad486724e68a53fb752d2493d9e
- Source dataset
- uspto-grants-1979_05
- Patent number
- US04156670
Reaction notes
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