Dimethyl Sulfoxide → HCID 88151508, compound

HRID 324505Notes

Reaction equation

HRID 324505 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[C:13]([Cl:16])[CH:14]=[CH:15][C:8]=3[CH:7]([C:17]3[C:18](=[O:25])[NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH:22]=3)[C:5]=2[N:6]=1.[CH2:26]([NH2:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.CS(C)=O>O1CCOCC1>[Cl:16][C:13]1[CH:14]=[CH:15][C:8]2[CH:7]([C:17]3[C:18](=[O:25])[NH:19][C:20](=[O:24])[N:21]([CH3:23])[CH:22]=3)[C:5]3[N:6]=[C:2]([NH:33][CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[S:3][C:4]=3[CH:11]=[CH:10][C:9]=2[CH:12]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 7504Benzylamine2×HCID 70113243(+/-)-5-(2,7-Dichloro-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 88151508HCID 88151508, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of the product from example 44 step (viii) (0.25 g) and benzylamine (0.14 ml) in dry 1,4-dioxane (3 ml) were heated at 60° C. for 36 h. After this time benzylamine (0.14 ml) and dry dimethylsulphoxide (2 ml) were added and the mixture was heated at 60° C. for a further 72 h. The solvent was removed under reduced pressure. Purification was by trituration with diethyl ether and water.

Workup

  1. temperaturethe mixture was heated at 60° C. for a further 72 h
  2. customThe solvent was removed under reduced pressure
  3. customPurification

Sources & evidence

ORD record
ord-59a423c0842a4a35a9dbdbf11a4cbaf2
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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