4-methoxypteridin-2-amine → HCID 13235978, compound

HRID 1980446Notes

Reaction equation

HRID 1980446 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([O:12][CH3:13])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][N:8]=2)[N:3]=1.[Cl:14][C:15]([Cl:25])([Cl:24])[CH2:16][O:17][S:18]([N:21]=[C:22]=[O:23])(=[O:20])=[O:19]>C(Cl)Cl>[CH3:13][O:12][C:10]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][N:8]=2)[N:3]=[C:2]([NH:1][C:22]([NH:21][S:18]([O:17][CH2:16][C:15]([Cl:25])([Cl:24])[Cl:14])(=[O:19])=[O:20])=[O:23])[N:11]=1

Participants

4

Reactant 2

HCID 2462834-methoxypteridin-2-amineHCID 11322793HCID 11322793, compound

Product 1

HCID 13235978HCID 13235978, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 0.88 g (0.005 mol) of 2-amino-4-methoxypteridine in 40 ml of absolute methylene chloride were added with stirring to 1.35 g (0.053 mol) of 2,2,2-trichloroethoxysulfonyl isocyanate. After about 10 minutes, a clear solution had formed and it was heated to reflux. After 10 minutes, the mixture was evaporated to dryness and the residue was treated with diisopropyl ether and a little acetone. The mixture was vacuum filtered and the product was dried to obtain 2.05 g (95% of theory) of N-(4-methoxypteridin-2-yl)-N'-(2,2,2-trichloroethoxysulfonyl)-urea in the form of yellow crystals melting at 93° C. (decomp.).

Workup

  1. additionwere added
  2. customa clear solution had formed
  3. temperatureit was heated to reflux
  4. waitAfter 10 minutes
  5. customthe mixture was evaporated to dryness
  6. additionthe residue was treated with diisopropyl ether
  7. filtrationfiltered
  8. customthe product was dried

Sources & evidence

ORD record
ord-bba419f85335496c83fc0a8f5a04423b
Source dataset
uspto-grants-1985_04
Patent number
US04509972

Reaction notes

Loading…