Potassium Carbonate → HCID 21532507, compound

HRID 1658071Notes

Reaction equation

HRID 1658071 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][CH3:10])[CH:5]=[CH:4][C:3]=1[SH:11].Br[C:13]1[C:21]([N+]([O-])=O)=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=[O:16].C(=O)([O-])[O-].[K+].[K+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)(=O)C.CN(C)C=O>[CH2:8]([C:6]1[CH:7]=[C:2]2[C:3]([S:11][C:19]3[CH:20]=[CH:21][CH:13]=[C:14]([C:15]([OH:17])=[O:16])[C:18]=3[NH:1]2)=[CH:4][CH:5]=1)[CH2:9][CH3:10]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 24489Sodium DithioniteHCID 684522-Bromo-3-nitrobenzoic acidHCID 21532521HCID 21532521, compound

Product 1

HCID 21532507HCID 21532507, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 11.7 g. (0.07 mol.) of 2-amino-4-propylbenzenethiol, 17.4 g. (0.07 mol.) of 2-bromo-3-nitrobenzoic acid, 38.7 g. (0.28 mol.) of anhydrous potassium carbonate and 6 g. (0.03 mol.) of sodium hydrosulfite in 125 ml. of dimethylformamide is stirred and heated for two hours at 125°-130°. The reaction mixture is cooled and stirred into 1000 ml. of dilute acetic acid. The solid that separates is collected, washed with water and dried to give 8-propylphenothiazine-1-carboxylic acid.

Workup

  1. additionA mixture of 11.7 g
  2. temperatureheated for two hours at 125°-130°
  3. temperatureThe reaction mixture is cooled
  4. customThe solid that separates is collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-c5b51c8682604b32b20d79e45b194dc3
Source dataset
uspto-grants-1976_06
Patent number
US03962438

Reaction notes

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