Benzoic acid, 2-(isocyanatosulfonyl)-, methyl ester → HCID 13824466, compound

HRID 542657Notes

Reaction equation

HRID 542657 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([I:8])[CH:5]=[C:4]([O:9][CH3:10])[N:3]=1.[C:11]([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])([O:13][CH3:14])=[O:12]>C(Cl)Cl>[I:8][C:6]1[CH:5]=[C:4]([O:9][CH3:10])[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[C:11]([O:13][CH3:14])=[O:12])(=[O:23])=[O:22])=[O:26])[N:7]=1

Participants

4

Reactant 2

HCID 156281Benzoic acid, 2-(isocyanatosulfonyl)-, methyl esterHCID 138244654-Iodo-6-methoxypyrimidin-2-amine

Product 1

HCID 13824466HCID 13824466, compoundYield 20.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.25 g of 2-amino-4-iodo-6-methoxypyrimidine in 5 mL of dry methylene chloride was added 0.30 g 2-carbomethoxybenzenesulfonyl isocyanate. The resulting solution was allowed to stand for 20 hours at ambient temperature. The solution was cooled in an ice bath and crystallization induced with scratching. The crystals were collected, washed with n-butylchloride and dried to afford 0.10 g of the title compound, m.p. b 194°-196° C. (dec).

Workup

  1. temperatureThe solution was cooled in an ice bath
  2. customcrystallization
  3. customThe crystals were collected
  4. washwashed with n-butylchloride
  5. customdried

Sources & evidence

ORD record
ord-1cb89b47bfd947bcb3453fe73b8772ec
Source dataset
uspto-grants-1987_04
Patent number
US04659361

Reaction notes

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