Triethylamine → HCID 20232159, compound

HRID 2290264Notes

Reaction equation

HRID 2290264 reaction equation
[Cl:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]([CH3:21])[NH:16][C:17](=[O:20])[NH:18][N:19]=2)=[CH:10][CH:9]=1.C(N(CC)CC)C>CN(C)C=O>[Cl:1][CH2:2][CH2:3][C:4]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[CH:15]([CH3:21])[NH:16][C:17](=[O:20])[NH:18][N:19]=2)=[CH:12][CH:13]=1)=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 693643-Chloropropionyl chlorideHCID 133860336-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one

Product 1

HCID 20232159HCID 20232159, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

β-Chloropropionyl chloride (1.25 ml) was added dropwise to a stirred solution of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (2.04 g) and triethylamine (1.53 ml) in N,N-dimethylformamide (DMF) (10.5 ml) under ice cooling and the stirring was continued for 30 minutes. The solution was evaporated in vacuo and the residue as triturated with water under ice-cooling. The precipitates were collected by filtration, washed with water and dried to give 6-[4-(β-chloropropionylamino)phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (1.55 g).

Workup

  1. customThe solution was evaporated in vacuo
  2. customthe residue as triturated with water under ice-
  3. temperaturecooling
  4. filtrationThe precipitates were collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-4589d8f62beb45089e3c647ee1f0d42f
Source dataset
uspto-grants-1986_10
Patent number
US04616015

Reaction notes

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