Butyl Chloride → HCID 54462614, compound

HRID 985894Notes

Reaction equation

HRID 985894 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([CH3:11])[C:5]2[CH2:10][CH2:9][O:8][C:6]=2[N:7]=1.[Cl:12][C:13]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([N:26]=[C:27]=[O:28])(=[O:25])=[O:24])=[CH:14][Cl:15].ClCCCC>C(Cl)Cl>[Cl:12][C:13]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23]([NH:26][C:27]([NH:1][C:2]1[N:3]=[C:4]([CH3:11])[C:5]2[CH2:10][CH2:9][O:8][C:6]=2[N:7]=1)=[O:28])(=[O:24])=[O:25])=[CH:14][Cl:15]

Participants

5

Reactant 3

HCID 8005Butyl ChlorideHCID 40988324-Methyl-5,6-dihydrofuro[2,3-d]pyrimidin-2-amineHCID 539300762-[(1,2-Dichloroethenyl)oxy]benzene-1-sulfonyl isocyanate

Product 1

HCID 54462614HCID 54462614, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 300 mg of 2-amino-5,6-dihydro-4-methylfuro[2,3-d]pyrimidine in 25 ml of methylene chloride was added 20 ml of 2-(1,2-dichloroethen-1-yloxy)benzenesulfonyl isocyanate in methylene chloride from the previous example. After heating to reflux, the mixture was stirred overnight at room temfperature. Removal of the solvent in vacuo yielded an amber oil. Trituration of this oil with 1-chlorobutane gave a tan solid. After filtration and washing with ethyl ether, a yield of 0.8 g of a tan solid melting at 208°-210° was obtained.

Workup

  1. temperatureAfter heating
  2. temperatureto reflux
  3. customRemoval of the solvent in vacuo
  4. customyielded an amber oil
  5. filtrationAfter filtration
  6. washwashing with ethyl ether

Sources & evidence

ORD record
ord-79325ba1fc4a4e25b5859cfd8107f16a
Source dataset
uspto-grants-1987_12
Patent number
USH0000386

Reaction notes

Loading…