Potassium Hydroxide → HCID 12795676, compound

HRID 1703453Notes

Reaction equation

HRID 1703453 reaction equation
C([NH:9][C:10]([N:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[CH:16]=[CH:15][C:14]2[CH:23]=[CH:24][CH:25]=[CH:26][C:13]1=2)=[S:11])(=O)C1C=CC=CC=1.[OH-].[K+]>O>[C:10]([N:12]1[C:13]2[CH:26]=[CH:25][CH:24]=[CH:23][C:14]=2[CH:15]=[CH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]1=2)(=[S:11])[NH2:9]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 12795674HCID 12795674, compound

Product 1

HCID 12795676HCID 12795676, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

3.56 g (0.01mole) of 5-(N-benzoyl thiocarbamoyl)-5H-dibenz(b,f)-azepine is suspended into 37.5 ml of cold water. 3.6 ml of 30% aqueous potassium hydroxide is added and the suspension is heated to boilling. A yellow solution is produced, out of which the reaction product (5-thiocatbamoyliminostilbene) starts to separate after 15 minutes. After boiling for 2.5 hours the suspension is cooled to 25° C. and the desired product is separated by filtration, washed profusely with cold water (25° C.), until the pH of rinsing water is adjusted to about 5. After drying at 50° C., 2.38 g of 5-thiocarbamoyl-5H-dibenz(b,f)-azepine is obtained (m.p. 192°-194° C.). After recrystallization from benzene a product with a 197°-197.5° C. melting point is obtained.

Workup

  1. temperaturethe suspension is heated to boilling
  2. customA yellow solution is produced, out of which the reaction product (5-thiocatbamoyliminostilbene)
  3. customto separate after 15 minutes
  4. customthe desired product is separated by filtration
  5. washwashed profusely with cold water (25° C.), until the pH of rinsing water
  6. customAfter drying at 50° C.

Sources & evidence

ORD record
ord-42ce78682c1246dda23d90ecaebdfb1a
Source dataset
uspto-grants-1978_11
Patent number
US04124583

Reaction notes

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