Hydrochloric Acid → HCID 178481636, compound

HRID 75637Notes

Reaction equation

HRID 75637 reaction equation
CNC1[N:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:7](=[O:15])[N:6]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:5](=[O:22])[C:4]=1[C:23]([NH:25]C(=O)OCC)=[S:24].[CH3:31][N:32]([CH3:35])[CH:33]=[O:34].C(N(CC)CC)C.Cl>O>[SH:24][C:23]1[C:4]2[C:5](=[O:22])[N:6]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:7](=[O:15])[N:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:31]=2[N:32]([CH3:35])[C:33](=[O:34])[N:25]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 8471TriethylamineHCID 59717261Ethyl (6-methylamino-2,4-dioxo-1,3-diphenyl-1,2,3,4-tetrahydro-pyrimidine-5-thiocarbonyl)-carbamate

Product 1

HCID 178481636HCID 178481636, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To crude ethyl (6-methylamino-2,4-dioxo-1,3-diphenyl-1,2,3,4-tetrahydro-pyrimidine-5-thiocarbonyl)-carbamate 23 (1.58 g) obtained in Step 4 was added N,N-dimethylformamide (8.4 ml), triethylamine (0.63 ml) was added under a nitrogen atmosphere, and the mixture was stirred at room temperature for 30 min. Water (25 ml) was added, the mixture was stirred, 1N hydrochloric acid (5.0 ml) was added, and the mixture was stirred at room temperature for 1 hr. The crystals were collected by filtration, washed with water and dried to give crude 5-mercapto-8-methyl-1,3-diphenyl-1H,8H-pyrimido[4,5-d]pyrimidine-2,4,7-trione 24 (1.53 g, over weight) as yellow crystals, which were used for the next step without purification.

Workup

  1. additionwas added under a nitrogen atmosphere
  2. stirringthe mixture was stirred
  3. stirringthe mixture was stirred at room temperature for 1 hr
  4. filtrationThe crystals were collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-c1e67dcd5c0e4f6bbc518c1f76dab2c6
Source dataset
uspto-grants-2014_09
Patent number
US08835443B2

Reaction notes

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