tert-Butanol → HCID 23048861, compound

HRID 2106769Notes

Reaction equation

HRID 2106769 reaction equation
Cl[CH2:2][CH2:3][N:4]([CH2:13][CH2:14]Cl)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[C:28](=[O:29])[N:27]([CH2:30][CH2:31][CH2:32][CH3:33])[C:26](=[O:34])[CH:25]=[N:24]2)=[CH:19][CH:18]=1.C(=O)([O-])O.[Na+].CC(O)(C)C>O>[CH2:30]([N:27]1[C:26](=[O:34])[CH:25]=[N:24][N:23]([C:20]2[CH:19]=[CH:18][C:17]([N:16]3[CH2:14][CH2:13][N:4]([C:5]4[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=4)[CH2:3][CH2:2]3)=[CH:22][CH:21]=2)[C:28]1=[O:29])[CH2:31][CH2:32][CH3:33]

Participants

6

Reactant 4

HCID 6386tert-ButanolHCID 15064N,N-Bis(2-chloroethyl)-4-methoxybenzenamineHCID 516892Sodium BicarbonateHCID 23048844HCID 23048844, compound

Product 1

HCID 23048861HCID 23048861, compoundYield 41.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 27.1 parts of N,N-bis(2-chloroethyl)-4-methoxybenzenamine, 29 parts of 2-(4-aminophenyl)-4-butyl-1,2,4-triazine-3,5(2H,4H)-dione, 18.4 parts of sodium hydrogen carbonate and 350 parts of 2-methyl-2-propanol was stirred overnight at reflux temperature. After cooling, 200 parts of water was added. The precipitated product was filtered off and crystallized from 4-methyl-2-pentanone. The product was filtered off and dried in vacuo at 75° C., yielding 19.8 parts (41.3%) of 4-butyl-2-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione; mp. 181.3° C. (int. 29).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationThe precipitated product was filtered off
  4. customcrystallized from 4-methyl-2-pentanone
  5. filtrationThe product was filtered off
  6. customdried in vacuo at 75° C.

Sources & evidence

ORD record
ord-30b8c1b7f0f54803b3c63fcf1db5a4d0
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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