Dimethyl Sulfoxide → HCID 70945370, compound

HRID 919178Notes

Reaction equation

HRID 919178 reaction equation
[NH2:1][C:2]1[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[NH2:17][C:18](N)=S.CS(C)=O>CCCCCC.CCOC(C)=O>[C:6]1([C:4]2[C:3]3[C:2](=[CH:15][C:14]([CH3:16])=[CH:13][CH:12]=3)[N:1]=[CH:18][N:17]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 786512-Amino-4-methylbenzophenoneHCID 2723790Thiourea

Product 1

HCID 70945370HCID 70945370, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Conditions

Temperature
140 °C

Procedure

To a 20 mL microwave reaction vial with a micro magnetic stir bar, were added 0.284 g of 2-amino-4-methylbenzophenone, 0.208 g of thiourea and 3 mL of DMSO. Then the vial was sealed and heated with microwave at 140° C. for 20 hours to form an orange liquid. The reaction mixture was treated in a similar method via column chromatography with hexane/EtOAc (6:1) as eluent to afford 0.293 g of 4-phenyl-7-methyl-quinazoline, in a yield of 99.0%.

Workup

  1. customTo a 20 mL microwave reaction vial with a micro magnetic stir bar
  2. customThen the vial was sealed
  3. customto form an orange liquid

Sources & evidence

ORD record
ord-72142ae112dc4e0e8aa1cc3b801668a0
Source dataset
uspto-grants-2016_03
Patent number
US09273012B2

Reaction notes

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