Potassium Carbonate → HCID 20532153, compound

HRID 1759141Notes

Reaction equation

HRID 1759141 reaction equation
[NH2:1][S:2]([C:5]1[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8])(=[O:4])=[O:3].[N:15]([C:18]1[N:23]=[C:22]([O:24][CH3:25])[C:21]2[CH2:26][CH2:27][CH2:28][C:20]=2[N:19]=1)=[C:16]=[S:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:25][O:24][C:22]1[C:21]2[CH2:26][CH2:27][CH2:28][C:20]=2[N:19]=[C:18]([NH:15][C:16]([NH:1][S:2]([C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=2[C:7]([O:9][CH3:10])=[O:8])(=[O:3])=[O:4])=[S:17])[N:23]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 42546Benzoic acid, 2-(aminosulfonyl)-, methyl esterHCID 205321405H-Cyclopentapyrimidine, 6,7-dihydro-2-isothiocyanato-4-methoxy-

Product 1

HCID 20532153HCID 20532153, compoundYield 49.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4.3 g of methyl 2-(aminosulfonyl)-benzoate, 4.2 g of 6,7-dihydro-2-isothiocyanato-4-methoxy-5H-cyclopentapyrimidine and 2.2 g of anhydrous potassium carbonate in 70 ml of acetone was warmed to 40° with stirring. After 2 hours, a thick precipitate formed and stirring was continued for three more hours at ambient temperature. The precipitate was filtered, suspended in 150 ml of water, stirred and the pH adjusted to 2 by the addition of hydrochloric acid. The white solid was filtered, washed with cold water and dried to yield 4.2 g of product.

Workup

  1. temperaturewas warmed to 40°
  2. customa thick precipitate formed
  3. stirringstirring
  4. customwas continued for three more hours at ambient temperature
  5. filtrationThe precipitate was filtered
  6. stirringstirred
  7. additionthe pH adjusted to 2 by the addition of hydrochloric acid
  8. filtrationThe white solid was filtered
  9. washwashed with cold water
  10. customdried

Sources & evidence

ORD record
ord-2f1f1a1a54844566bd70fbb3abeba0ed
Source dataset
uspto-grants-1982_07
Patent number
US04339267

Reaction notes

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