Dimethyl Sulfoxide → HCID 86673475, compound

HRID 919177Notes

Reaction equation

HRID 919177 reaction equation
[NH2:1][C:2]1[C:15]2[C:14](=O)[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=O)[C:6]=2[CH:5]=[CH:4][CH:3]=1.N[C:19]([NH2:21])=S.[CH3:22]S(C)=O>>[CH:22]1[C:15]2[C:6]3[C:5]([CH:4]=[CH:3][C:2]=2[N:1]=[CH:19][N:21]=1)=[CH:14][C:13]1[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH:7]=3

Participants

4

Reactant 3

HCID 679Dimethyl SulfoxideHCID 67101-AminoanthraquinoneHCID 2723790Thiourea

Product 1

HCID 86673475HCID 86673475, compoundYield 33%

Conditions

Temperature
140 °C

Procedure

To a 20 mL microwave reaction vial with a micro magnetic stir bar, were added 0.300 g of 1-aminoanthraquinone, 0.207 g of thiourea and 3 mL of DMSO. Then the vial was sealed and heated with microwave at 140° C. for 20 hours. A dark brown gel like mixture was obtained which was purified in a similar fashion with hexane/EtOAc (5:1 to 1:1) as the eluent, and 0.103 g of anthrapyrimidine was obtained, in a yield of 33.0%.

Workup

  1. customTo a 20 mL microwave reaction vial with a micro magnetic stir bar
  2. customThen the vial was sealed
  3. customA dark brown gel like mixture was obtained which
  4. customwas purified in a similar fashion with hexane/EtOAc (5:1 to 1:1) as the eluent

Sources & evidence

ORD record
ord-28ad4e8af1d040578deacfa1142f44a1
Source dataset
uspto-grants-2016_03
Patent number
US09273012B2

Reaction notes

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