Diisopropyl Ether → HCID 13206547, compound

HRID 1980441Notes

Reaction equation

HRID 1980441 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([N:12]([CH3:14])[CH3:13])[C:9]2[C:4](=[N:5][C:6]([CH3:16])=[C:7]([CH3:15])[N:8]=2)[N:3]=1.[C:17]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[S:27]([N:30]=[C:31]=[O:32])(=[O:29])=[O:28])([O:19][CH3:20])=[O:18].C(OC(C)C)(C)C>C(#N)C>[CH3:13][N:12]([CH3:14])[C:10]1[C:9]2[C:4](=[N:5][C:6]([CH3:16])=[C:7]([CH3:15])[N:8]=2)[N:3]=[C:2]([NH:1][C:31]([NH:30][S:27]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[C:17]([O:19][CH3:20])=[O:18])(=[O:29])=[O:28])=[O:32])[N:11]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 20401647HCID 20401647, compound

Product 1

HCID 13206547HCID 13206547, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1 g of 2-amino-4-dimethylamino-6,7-dimethylpteridine and 1.3 g of 2-carbomethoxyphenylsulfonyl isocyanate was stirred in 10 ml of acetonitrile for 30 minutes at room temperature and then the mixture was heated to reflux for 3 to 4 minutes. After cooling diisopropyl ether was added thereto and the mixture was vacuum filtered to obtain 1.7 g (81% of theory) of N-(4-dimethylamino-6,7-dimethylpteridin-2-yl)-N'-(2-carbomethoxyphenylsulfonyl)-urea melting at 196° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 3 to 4 minutes
  3. additionwas added
  4. filtrationfiltered

Sources & evidence

ORD record
ord-cde7665067c648679d2ed7620ce9b54d
Source dataset
uspto-grants-1985_04
Patent number
US04509972

Reaction notes

Loading…