Acetic Acid → HCID 178508982, compound

HRID 359686Notes

Reaction equation

HRID 359686 reaction equation
O.[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5](Cl)[N:4]=1.[S:11]1[CH:15]=[CH:14][CH:13]=[C:12]1[CH2:16][NH2:17].C(N(CC)CC)C.C(O)(=O)C>COC(O)C>[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[CH:6]=[C:5]([NH:17][CH2:16][C:12]2[S:11][CH:15]=[CH:14][CH:13]=2)[N:4]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8471TriethylamineHCID 34005(2-Thienylmethyl)amineHCID 178508975HCID 178508975, compound

Product 1

HCID 178508982HCID 178508982, compound

Reagents, catalysts & solvents 1

HCID 30156371-MethoxyethanolSolvent

Procedure

2-Amino-6-chloro-4-pyrimidinol, monohydrate (85%, 100 g, 0.5197 mol) was suspended in methoxyethanol (700 ml) and 2-thienylmethylamine (96%, 61.3 g, 0.5197 mol) was added to the suspension. The mixture was heated under reflux for two hours and then 73 ml (d=0.726; 0.52 mol) of triethylamine was added and the refluxing continued for an additional 18 hours. The reaction mixture was poured into ice water (1000 ml), acidified with acetic acid (ph 4.0) and the precipitated solid was filtered, washed, and dried. Yield: 110 g (72.6%). This was used in the next step without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for two hours
  3. filtrationthe precipitated solid was filtered
  4. washwashed
  5. customdried
  6. customThis was used in the next step without further purification

Sources & evidence

ORD record
ord-2bd1671e8b8e4abf95eb2c18d653c86e
Source dataset
uspto-grants-1991_03
Patent number
US05002950

Reaction notes

Loading…