Sulfanilic acid → HCID 13537212, compound

HRID 235649Notes

Reaction equation

HRID 235649 reaction equation
[S:1]([OH:11])(=[O:10])([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)=[O:2].Cl[C:13]1[C:22]2[C:17](=[CH:18][C:19]([Cl:23])=[CH:20][CH:21]=2)[N:16]=[N:15][CH:14]=1>O.C(O)C>[Cl:23][C:19]1[CH:18]=[C:17]2[C:22]([C:13]([NH:9][C:6]3[CH:5]=[CH:4][C:3]([S:1]([OH:11])(=[O:10])=[O:2])=[CH:8][CH:7]=3)=[CH:14][N:15]=[N:16]2)=[CH:21][CH:20]=1

Participants

5

Reactant 2

HCID 8479Sulfanilic acidHCID 13537200HCID 13537200, compound

Product 1

HCID 13537212HCID 13537212, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

Sulphanilic acid (1.95 g) in water (75 ml) and ethanol (10 ml) at 70° C. was treated with 4,7-dichlorocinnoline (2.2 g) and ethanol (10 ml) was added. The resultant green suspension was stirred vigorously overnight at 70° C. The mixture was cooled, and the solid was filtered, washed with water and dried at room temperature to give 3.45 g of the title compound as the monohydrate, melting point greater than 280° C.

Workup

  1. additionwas added
  2. temperatureThe mixture was cooled
  3. filtrationthe solid was filtered
  4. washwashed with water
  5. customdried at room temperature

Sources & evidence

ORD record
ord-e31b8ffeeb7b495d9b6e6ebabdd2eb18
Source dataset
uspto-grants-1987_02
Patent number
US04640920

Reaction notes

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