2-Amino-4,6-dimethoxypyrimidine → HCID 13282687, compound

HRID 904778Notes

Reaction equation

HRID 904778 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]([S:12]([N:15]=[C:16]=[O:17])(=[O:14])=[O:13])[CH3:11])([O-:3])=[O:2].[CH3:18][O:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([NH2:28])[N:21]=1>C(#N)C>[CH3:18][O:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([NH:28][C:16]([NH:15][S:12]([CH:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])[CH3:11])(=[O:14])=[O:13])=[O:17])[N:21]=1

Participants

4

Reactant 2

HCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 20456547HCID 20456547, compound

Product 1

HCID 13282687HCID 13282687, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4.0 g of the product from Example 15 and 2.2 g of 4,6-dimethoxy-2-aminopyrimidine in 29 ml dry acetonitrile was heated to ca. 60° C. for 11/2 hours and then stirred at room temperature overnight. The product, which had precipitated, was collected and washed with 1-chlorobutane and then dried in vacuo. The yield of N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1-(2-nitrophenyl)ethanesulfonamide was 3.1 g white solid, m.p. 168°-170° C. NMR (DMSO-d6)δ: 1.8 (d, J=7 Hz, 3H, --CH3); 3.8 (s, 6H, heterocyclic OCH3 's); 5.6 (q, J=7 Hz, 1H, CH); 5.8 (s, 1H, heterocyclic H); 7.6-8.0 (m, 4H, aromatics); 10.6 (br s, 1H, N--H).

Workup

  1. customThe product, which had precipitated
  2. customwas collected
  3. washwashed with 1-chlorobutane
  4. customdried in vacuo

Sources & evidence

ORD record
ord-a24b47ffd0c54912a2bed05420c88aba
Source dataset
uspto-grants-1983_12
Patent number
US04420325

Reaction notes

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