Ammonia → HCID 58497086, compound

HRID 2283937Notes

Reaction equation

HRID 2283937 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8][CH3:9])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[NH3:11]>C(O)CCC>[Cl:1][C:2]1[N:3]=[CH:4][N:5]=[C:6]([NH2:11])[C:7]=1[CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21828432HCID 21828432, compound

Product 1

HCID 58497086HCID 58497086, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture of 4,6-Dichloro-5-ethylpyrimidine (22.5 g, 0.12 mol) in 1-butanol (70 mL) in a 1L glass pressure tube was added aqueous ammonia (26%, 150 mL) at RT. The vessel was sealed and heated to 100° C. for 12 h. The reaction mixture was cooled to RT, the resulted solid was filtered, washed with water (50 mL) and dried under vacuum to afford the titled compound (11.0 g, 55%) as white solid. LCMS: Mass found (M+, 158.0). 1H NMR (400 MHz, CDCl3) 8.02 (s, 1H), 7.10 (bs, 2H), 2.57-2.50 (m, 2H), 1.03-0.99 (m, 3H).

Workup

  1. customThe vessel was sealed
  2. temperatureThe reaction mixture was cooled to RT
  3. filtrationthe resulted solid was filtered
  4. washwashed with water (50 mL)
  5. customdried under vacuum

Sources & evidence

ORD record
ord-aaad08d38d1f4cea9c598189671b3451
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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