Dicyandiamide → HCID 13138303, compound

HRID 1649075Notes

Reaction equation

HRID 1649075 reaction equation
[C:1]([N:3]=[C:4]([NH2:6])[NH2:5])#[N:2].Cl.[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[O-]CC.[Na+].[Cl:18][C:19]1[CH:28]=[CH:27][CH:26]=[CH:25][C:20]=1[C:21](OC)=O>COCCO.O>[NH2:6][C:4]1[N:3]=[C:1]([N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[N:2]=[C:21]([C:20]2[CH:25]=[CH:26][CH:27]=[CH:28][C:19]=2[Cl:18])[N:5]=1

Participants

7

Reactant 4

HCID 10005DicyandiamideHCID 11895Methyl 2-chlorobenzoateHCID 2723721Piperidine, hydrochloride (1:1)HCID 2723922Sodium ethoxide

Product 1

HCID 13138303HCID 13138303, compoundYield 24.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent2×

Procedure

Dicyandiamide (8.4 grams) and piperidine hydrochloride (12.1 grams) were heated at 145° to 150° C. for four hours in 20 milliliters of methylcellosolve. After cooled, the reaction solution was mixed with 6.8 grams of sodium ethoxide and 30 milliliters of methylcellosolve, then heated to reflux for four hours with 15 grams of methyl o-chlorobenzoate, cooled, diluted with 200 milliliters of water, the crystals separated out therefrom were collected by filtration, and washed with methanol to give 6.3 grams of 2-amino-4-piperidino-6-(2-chlorophenyl)-s-triazine, melting point 184° to 186° C.

Workup

  1. temperatureAfter cooled
  2. temperatureheated
  3. temperaturecooled
  4. customthe crystals separated out
  5. filtrationtherefrom were collected by filtration
  6. washwashed with methanol

Sources & evidence

ORD record
ord-03c3cfad40f846aea54c6fd3ee5e10ad
Source dataset
uspto-grants-1983_11
Patent number
US04415570

Reaction notes

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