Ammonia → HCID 178419104, compound

HRID 261059Notes

Reaction equation

HRID 261059 reaction equation
Cl.[C:2](=[NH:9])(OCC)[CH:3]([CH3:5])[CH3:4].[NH3:10].[OH2:11].[C:12]1([CH3:18])[CH:17]=[CH:16]C=CC=1>CN(C)C>[CH:3]([C:2]1[N:9]=[C:12]([CH3:18])[CH:17]=[C:16]([OH:11])[N:10]=1)([CH3:5])[CH3:4]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 1140Toluene2×HCID 12816252Ethyl 2-methylpropanimidate--hydrogen chloride (1/1)

Product 1

HCID 178419104HCID 178419104, compound

Reagents, catalysts & solvents 1

HCID 1146TrimethylamineSolvent2×

Procedure

The method according to claim 1 wherein ethyl isobutyrimidate hydrochloride is neutralized by trimethylamine dissolved in toluene, the free ethyl isobutyrimidate is freed from water by azeotropic distillation; then the dry ethyl isobutyrimidate in toluene is reacted with an excess of diketene dissolved in toluene in the presence of trimethylamine and the resulting organic solution is treated with gaseous ammonia, in molar equivalent amounts and subsequent azeotropic removal of water to form 2-isopropyl-4-methyl-6-hydroxypyrimidine which is dried and recovered from said organic solvent.

Workup

  1. distillationthe free ethyl isobutyrimidate is freed from water by azeotropic distillation
  2. customthen the dry ethyl isobutyrimidate in toluene is reacted with an excess of diketene

Sources & evidence

ORD record
ord-d986d003f8234d2b8dbbaac6d7f06df9
Source dataset
uspto-grants-1979_08
Patent number
US04163848

Reaction notes

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