Potassium cyanate → HCID 20213062, compound

HRID 1906311Notes

Reaction equation

HRID 1906311 reaction equation
[O-:1][C:2]#[N:3].[K+].[CH3:5][N:6]([CH3:25])[CH2:7][CH:8]([CH3:24])[C:9]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:10][NH2:11]>O.Cl>[CH3:25][N:6]([CH3:5])[CH2:7][CH:8]([CH3:24])[C:9]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:10][NH:11][C:2]([NH2:3])=[O:1]

Participants

5

Reactant 2

HCID 11378442Potassium cyanateHCID 54390937HCID 54390937, compound

Product 1

HCID 20213062HCID 20213062, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

A solution of 120 g of potassium cyanate in 200 ml of water was added while stirring to a solution of 220 g of N4,N4 -dimethyl-2,2-diphenyl-3-methyl-1,4-butanediamine in 1000 ml of water and 200 ml of concentrated hydrochloric acid at room temperature. The reaction mixture was stirred at room temperature for 30 minutes, filtered, and made basic with 9N sodiumhydroxide. The crystalline product was filtered and washed with water. The product was taken up in 1 liter of methanol and 200 ml water, and then 70 ml of glacial acetic acid were added. The solution was filtered, and 25% ammonium hydroxyde was added dropwise to pH=9. The product was filtered and washed successively with 500 ml methanol, 500 ml water and 500 ml methanol. The product was dried overnight in vacuo at 70° C. Yield: 204 g of pure N-(4-dimethylamino-2,2-diphenyl-3methyl-1-butyl)urea as a white powder, melting at 226°-228° C.

Workup

  1. filtrationfiltered
  2. filtrationThe crystalline product was filtered
  3. washwashed with water
  4. addition200 ml water, and then 70 ml of glacial acetic acid were added
  5. filtrationThe solution was filtered
  6. addition25% ammonium hydroxyde was added dropwise to pH=9
  7. filtrationThe product was filtered
  8. washwashed successively with 500 ml methanol, 500 ml water and 500 ml methanol
  9. customThe product was dried overnight in vacuo at 70° C

Sources & evidence

ORD record
ord-9417de84ee794681962a7c9a58b29402
Source dataset
uspto-grants-1987_03
Patent number
US04650900

Reaction notes

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