Hydrochloric Acid → N-(4,5,6,7-Tetrahydro-1-benzothiophen-4-yl)urea

HRID 263196Notes

Reaction equation

HRID 263196 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]([NH2:10])[CH2:7][CH2:8][CH2:9][C:2]1=2.Cl.[O-:12][C:13]#[N:14].[K+]>O>[S:1]1[CH:5]=[CH:4][C:3]2[CH:6]([NH:10][C:13]([NH2:14])=[O:12])[CH2:7][CH2:8][CH2:9][C:2]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 42163724,5,6,7-Tetrahydro-1-benzothiophen-4-amineHCID 11378442Potassium cyanate

Product 1

HCID 13036998N-(4,5,6,7-Tetrahydro-1-benzothiophen-4-yl)urea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A sample of 4,5,6,7-tetrahydrobenzo[b]thiophen-4-amine (19.9 grams) is cooled in a flask, and a solution of 12 ml. of 12 N hydrochloric acid in 50 ml. of water is slowly added. Subsequently, at about 20° C., a solution of 11.7 grams of potassium cyanate in 80 ml. of water is added in 0.5 hour. The mixture is stirred at room temperature for one hour and then warmed to 60° C. and kept at this temperature for 0.5 hour. After standing overnight at room temperature, the product is collected and washed with water to afford 21 grams, melting point 206° C. to 209° C.

Workup

  1. customat about 20° C.
  2. temperaturewarmed to 60° C.
  3. waitkept at this temperature for 0.5 hour
  4. waitAfter standing overnight at room temperature
  5. customthe product is collected
  6. washwashed with water
  7. customto afford 21 grams, melting point 206° C. to 209° C.

Sources & evidence

ORD record
ord-131f0449ebf34446a3ca83c5f1f2ab40
Source dataset
uspto-grants-1979_05
Patent number
US04156670

Reaction notes

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