Carbamate → HCID 178467450, compound

HRID 903323Notes

Reaction equation

HRID 903323 reaction equation
Cl.CN(C)C(N)=N.[Na].C(=O)([O-:11])N.Cl[C:14]1[N:19]=[C:18](Cl)[N:17]=[C:16]([N:21]([CH3:23])[CH3:22])[N:15]=1.[CH2:24]([OH:26])[CH3:25]>>[CH3:22][N:21]([CH3:23])[C:16]1[N:17]=[C:18]([O:26][CH2:24][CH3:25])[NH:19][C:14](=[O:11])[N:15]=1

Participants

6

Reactant 5

HCID 276CarbamateHCID 702EthanolHCID 169852,4-Dichloro-6-(dimethylamino)-1,3,5-triazineHCID 5360545SodiumHCID 15621627Guanidine, N,N-dimethyl-, hydrochloride (1:1)

Product 1

HCID 178467450HCID 178467450, compound

Procedure

N,N-Dimethylguanidine hydrochloride (3.23g; 0.026 mol.) was added to a solution of sodium (0.61 g; 0.026 mol.) in anhydrous ethanol (50 ml.) and the mixture was heated under reflux for 30 minutes. The carbamate prepared in (a) above (5.0 g., 0.026 mol.) was then added and the mixture heated under reflux for 22 hours. The ethanol was removed, water (75 ml.) added, and the pH of the solution adjusted to 6 to 7 with acetic acid. The product was collected, washed with water, and recrystallised from ethanol to give 4-dimethylamino-6-ethoxy-1,3,5-triazin-2-one.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. additionwas then added
  4. temperaturethe mixture heated
  5. temperatureunder reflux for 22 hours
  6. customThe ethanol was removed
  7. additionwater (75 ml.) added
  8. customThe product was collected
  9. washwashed with water
  10. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-b21b99542bc341ada51fd1d09f603460
Source dataset
uspto-grants-1980_10
Patent number
US04226990

Reaction notes

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