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

HRID 263187Notes

Reaction equation

HRID 263187 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]([N:10]=[C:11]=[O:12])[CH2:7][CH2:8][CH2:9][C:2]1=2.[CH3:13][NH:14][CH3:15]>C(OCC)C>[CH3:13][N:14]([CH3:15])[C:11]([NH:10][CH:6]1[C:3]2[CH:4]=[CH:5][S:1][C:2]=2[CH2:9][CH2:8][CH2:7]1)=[O:12]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 205373014-Isocyanato-4,5,6,7-tetrahydro-1-benzothiophene

Product 1

HCID 203488931,1-Dimethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 6.27 grams of 4,5,6,7-tetrahydrobenzo[b]thien-4-yl isocyanate in 200 ml. of diethyl ether is charged with gaseous dimethylamine introduced via a capillary tube with stirring. After 0.5 hour of bubbling, the gas flow is terminated, and the mixture is evaporated to dryness to give a solid residue. This is crystallized from acetone-hexane-ether to give 1,1-dimethyl-3-(4,5,6,7-tetrahydrobenzo[b]thien-4-yl)urea melting at 117° C. to 120° C.

Workup

  1. additionintroduced via a capillary tube
  2. customAfter 0.5 hour of bubbling
  3. customthe gas flow is terminated
  4. customthe mixture is evaporated to dryness
  5. customto give a solid residue
  6. customThis is crystallized from acetone-hexane-ether

Sources & evidence

ORD record
ord-0acbd26a1a06421ebae5593623f1a451
Source dataset
uspto-grants-1979_05
Patent number
US04156670

Reaction notes

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