Triethylamine → HCID 178437739, compound

HRID 651411Notes

Reaction equation

HRID 651411 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][CH3:10])[N:5]=[CH:4][N:3]=1.[NH2:11][CH:12]1[CH2:17][S:16][CH:15]([C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)[S:14][CH2:13]1.C(N(CC)CC)C>O.C(Cl)Cl>[Cl:8][C:7]1[C:2]([NH:11][C@H:12]2[CH2:13][S:14][C@@H:15]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)[S:16][CH2:17]2)=[N:3][CH:4]=[N:5][C:6]=1[CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 111376684,5-Dichloro-6-ethylpyrimidineHCID 15346450HCID 15346450, compound

Product 1

HCID 178437739HCID 178437739, compound

Reagents, catalysts & solvents 1

HCID 21908982Water methylene chlorideSolvent

Procedure

1.77 g (10 mmol) of 4,5-dichloro-6-ethyl-pyrimidine and 2.2 g (10 mmol) of 5-amino-2-(4-methylphenyl)-1,3-dithian were stirred with 2.02 g of triethylamine at 80-90° C. for 6 hours. The mixture was taken up in water/methylene chloride and the organic phase was dried and concentrated. For purification, the residue was chromatographed over silica gel (eluting agent petroleum ether/ethyl acetate 4:1). This gave 1.0 g of colorless solid (27.3% of theory), melting point: 138-139° C.

Workup

  1. customthe organic phase was dried
  2. concentrationconcentrated
  3. customFor purification
  4. customthe residue was chromatographed over silica gel (eluting agent petroleum ether/ethyl acetate 4:1)

Sources & evidence

ORD record
ord-ceaf9e7527c048bfad035c1c3f25eb25
Source dataset
uspto-grants-2001_08
Patent number
US06281221B1

Reaction notes

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