Diisopropyl Ether → HCID 13206546, compound

HRID 1980440Notes

Reaction equation

HRID 1980440 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]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([N:24]=[C:25]=[O:26])(=[O:23])=[O:22].C(OC(C)C)(C)C>C(N(CC)CC)C.C(#N)C>[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:25]([NH:24][S:21]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[Cl:14])(=[O:22])=[O:23])=[O:26])[N:11]=1

Participants

6

Reactant 3

HCID 7914Diisopropyl EtherHCID 174071Benzenesulfonyl isocyanate, 2-chloro-HCID 2462834-methoxypteridin-2-amine

Product 1

HCID 13206546HCID 13206546, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6342AcetonitrileSolvent

Procedure

1.5 g (0.0069 mol) of 2-amino-4-methoxypteridine and two drops of triethylamine were added to a mixture of 1.77 g (0.01 mol) of 2-chlorophenylsulfonyl isocyanate in 20 ml of acetonitrile and the mixture was refluxed for 30 minutes, cooled and mixed with diisopropyl ether. After standing for 10 minutes, the mixture was vacuum filtered to obtain 2.25 g (87% of theory) of N-(4-methoxypteridin-2-yl)-N'-(2-chlorophenylsulfonyl)-urea melting at 212° C.

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. temperaturecooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b39d55fcc183422d8e5ffb6047752d74
Source dataset
uspto-grants-1985_04
Patent number
US04509972

Reaction notes

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