Benzoyl isocyanate → 1-Benzoyl-3-(4,5,6,7-tetrahydrobenzo-[b]thien-4-yl)urea

HRID 972520Notes

Reaction equation

HRID 972520 reaction equation
[C:1]([N:9]=[C:10]=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:12]1[CH:16]=[CH:15][C:14]2[CH:17]([NH2:21])[CH2:18][CH2:19][CH2:20][C:13]1=2>C(Cl)Cl>[C:1]([NH:9][C:10]([NH:21][CH:17]1[C:14]2[CH:15]=[CH:16][S:12][C:13]=2[CH2:20][CH2:19][CH2:18]1)=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 78210Benzoyl isocyanateHCID 42163724,5,6,7-Tetrahydro-1-benzothiophen-4-amine

Product 1

HCID 130370061-Benzoyl-3-(4,5,6,7-tetrahydrobenzo-[b]thien-4-yl)urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of benzoyl isocyanate (2.94g) in methylene chloride (5ml) is added to a solution of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine is methylene chloride (50ml) under a nitrogen atmosphere. After stirring overnight at room temperature, the reaction mixture is evaporated to dryness in vacuo. The residue is then stirred in ether (100ml) and filtered to afford 1-benzoyl-3-(4,5,6,7-tetrahydrobenzo-[b]thien-4-yl)urea, m.p. 189° to 194° C.

Workup

  1. customthe reaction mixture is evaporated to dryness in vacuo
  2. stirringThe residue is then stirred in ether (100ml)
  3. filtrationfiltered

Sources & evidence

ORD record
ord-6f1c53c917f4403d94bc765740b6d833
Source dataset
uspto-grants-1977_10
Patent number
US04053484

Reaction notes

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