Dabco → HCID 13366176, compound

HRID 1462280Notes

Reaction equation

HRID 1462280 reaction equation
[C:1]([C:5]1[O:6][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[S:16]([N:19]=[C:20]=[O:21])(=[O:18])=[O:17])=[CH:8][CH:9]=1)([O:3][CH3:4])=[O:2].[NH2:22][C:23]1[N:28]=[C:27]([O:29][CH3:30])[CH:26]=[C:25]([O:31][CH3:32])[N:24]=1.C1N2CCN(CC2)C1>C(#N)C>[C:1]([C:5]1[O:6][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[S:16]([NH:19][C:20]([NH:22][C:23]2[N:24]=[C:25]([O:31][CH3:32])[CH:26]=[C:27]([O:29][CH3:30])[N:28]=2)=[O:21])(=[O:17])=[O:18])=[CH:8][CH:9]=1)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 3

HCID 9237DabcoHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 13630968Methyl 5-{2-[(oxomethylidene)sulfamoyl]phenyl}furan-2-carboxylate

Product 1

HCID 13366176HCID 13366176, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Under a nitrogen atmosphere, a mixture of 2.5 g of the product of Example 3, 0.9 g of 2-amino-4,6-dimethoxypyrimidine, and a few crystals of DABCO in 15 ml of dry acetonitrile was heated at 50°-55° for 1 hour, then stirred at 25° overnight. The solid was filtered off, washed with acetonitrile and 1-chlorobutane, and dried at 60° in vacuo to give 2.5 g of the title compound, mp=215°-217°(d).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with acetonitrile and 1-chlorobutane
  3. customdried at 60° in vacuo

Sources & evidence

ORD record
ord-ddfb70aac42e4d3fbef07e13477c7bb1
Source dataset
uspto-grants-1984_07
Patent number
US04460401

Reaction notes

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