Sodium Bicarbonate → HCID 58550507, compound

HRID 1890999Notes

Reaction equation

HRID 1890999 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:15])=[C:6]([NH:8][S:9]([CH2:12][CH2:13][CH3:14])(=[O:11])=[O:10])[CH:7]=1.Cl[C:17]1[CH:22]=[C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=2)[N:20]=[CH:19][N:18]=1.C([O-])(O)=O.[Na+]>CN(C=O)C.O>[CH3:15][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:17]2[CH:22]=[C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=3)[N:20]=[CH:19][N:18]=2)=[CH:7][C:6]=1[NH:8][S:9]([CH2:12][CH2:13][CH3:14])(=[O:11])=[O:10]

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 16775514HCID 16775514, compoundHCID 24902113HCID 24902113, compound

Product 1

HCID 58550507HCID 58550507, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of propane-1-sulfonic acid (5-amino-2-methyl-phenyl)-amide (5.5 g, 24 mmol) and 4-chloro-6-(3-nitro-phenyl)-pyrimidine (5.52 g, 23.4 mmol) in DMFA (50 mL) was stirred at 80° C. till the reaction completion (TLC control), the reaction mixture was diluted with water (200 mL), treated with NaHCO3 (4.2 g, 50 mmol). The formed precipitate was filtered out, washed with water (2×200 mL), dried, washed with chloroform (2×50 ml), dried to yield propane-1-sulfonic acid {2-methyl-5-[6-(3-nitro-phenyl)-pyrimidin-4-ylamino]-phenyl}-amide as yellow powder.

Workup

  1. filtrationThe formed precipitate was filtered out
  2. washwashed with water (2×200 mL)
  3. customdried
  4. washwashed with chloroform (2×50 ml)
  5. customdried

Sources & evidence

ORD record
ord-9ad9d98e7e7244e7a48a8a1a8d06de80
Source dataset
uspto-grants-2013_08
Patent number
US08507498B2

Reaction notes

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