Hydrochloric Acid → 2-Methoxy-5-cyanamidosulfonylaniline

HRID 1440297Notes

Reaction equation

HRID 1440297 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]([S:13](Cl)(=[O:15])=[O:14])[CH:8]=[CH:9][C:10]=1[O:11][CH3:12])(=O)C.[N:17]#[C:18][NH2:19].[OH-].[Na+].Cl>O>[CH3:12][O:11][C:10]1[CH:9]=[CH:8][C:7]([S:13]([NH:19][C:18]#[N:17])(=[O:15])=[O:14])=[CH:6][C:5]=1[NH2:4]

Participants

6

Conditions

Temperature
10 °C

Procedure

132 parts of 3-acetylamino-4-methoxybenzenesulfonyl chloride and 25 parts of cyanamide are suspended in 400 parts of water at 0° C. and reacted with one another at a temperature of about 20° C. while a pH between 9 and 11 is maintained. Then 130 parts by volume of 33% strength aqueous sodium hydroxide solution are added and the acetylamino group is hydrolyzed at 100° C. in the course of an hour. The batch is then cooled down to 10° C. and brought to pH 2 with hydrochloric acid and the precipitated 2-methoxy-5-cyanamidosulfonylaniline is isolated.

Workup

  1. customreacted with one another at a temperature of about 20° C. while a pH between 9 and 11
  2. temperatureis maintained
  3. customis hydrolyzed at 100° C. in the course of an hour

Sources & evidence

ORD record
ord-255bb6bbc4944e94a00ac0b3640350ab
Source dataset
uspto-grants-1996_03
Patent number
US05498713

Reaction notes

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