Sodium Hydroxide → HCID 178524142, compound

HRID 490314Notes

Reaction equation

HRID 490314 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[CH:6][C:5]=1[NH2:14].[N:16]([O-])=O.[Na+].S([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+]>O.Cl>[OH:2][C:3]1[C:4]2[C:5](=[CH:6][C:7]([C:8]([OH:10])=[O:9])=[CH:12][CH:13]=2)[NH:14][N:16]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 79336Dimethyl aminoterephthalateHCID 23668193Sodium Nitrite

Product 1

HCID 178524142HCID 178524142, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolvent2×HCID 962WaterSolvent3×

Conditions

Temperature
80 °C

Procedure

2-Aminoterephthalic acid dimethyl ester (5 g, 23.9 mmol) were dissolved in 40 ml of water and 6 ml of conc. hydrochloric acid. At 0° C., sodium nitrite (1.65 g, 23.9 mmol) in 5 ml of water were added dropwise at below 10° C. After 30 min at room temp., sodium sulfite (11.02 g, 87.42 mmol) in 40 ml of water were added. After stirring for 1 h, 10 ml of conc. hydrochloric acid were added, and the mixture was left to stand overnight. It was then heated at 80° C. for 24 h, cooled and adjusted to pH 5.5 with sodium hydroxide solution. The precipitate was filtered off with suction and dried.

Workup

  1. waitthe mixture was left
  2. waitto stand overnight
  3. temperaturecooled
  4. filtrationThe precipitate was filtered off with suction
  5. customdried

Sources & evidence

ORD record
ord-101832cf628b4f83b5eb3ffb7ced5f82
Source dataset
uspto-grants-2009_05
Patent number
US07528155B2

Reaction notes

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