Hydrochloric Acid → HCID 178435497, compound

HRID 1987513Notes

Reaction equation

HRID 1987513 reaction equation
[CH3:1][CH2:2][C:3]1[C:24]([CH3:25])=[C:23]2[NH:26][C:4]=1[CH:5]=[C:6]1[N:10]=[C:9]([C:11]([CH:38]=[O:39])=[C:12]3[N:16]=[C:15]([CH:17]=[C:18]4[NH:27][C:21](=[CH:22]2)[C:20]([CH:28]=[CH2:29])=[C:19]4[CH3:30])[C@@H:14]([CH3:31])[C@@H:13]3[CH2:32][CH2:33][C:34]([O:36]C)=[O:35])[C:8]([C:40]([O:42]C)=[O:41])=[C:7]1[CH3:44].Cl>CC(C)=O>[CH3:1][CH2:2][C:3]1[C:24]([CH3:25])=[C:23]2[NH:26][C:4]=1[CH:5]=[C:6]1[N:10]=[C:9]([C:11]([CH:38]=[O:39])=[C:12]3[N:16]=[C:15]([CH:17]=[C:18]4[NH:27][C:21](=[CH:22]2)[C:20]([CH:28]=[CH2:29])=[C:19]4[CH3:30])[C@@H:14]([CH3:31])[C@@H:13]3[CH2:32][CH2:33][C:34]([OH:36])=[O:35])[C:8]([C:40]([OH:42])=[O:41])=[C:7]1[CH3:44]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178435496HCID 178435496, compound

Product 1

HCID 178435497HCID 178435497, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
25 °C

Procedure

Purpurin 5 dimethyl ester is dissolved in acetone and concentrated hydrochloric acid (37%) is added in the ratio 1:2. The mixture is stirred for 2 hours at 25° C., neutralised, purpurin 5 is filtered out, washed with water, dissolved in 10% N-methyl-D-glucamine solution and gel filtrated on a Sephadex G10 column with the use of 1% N-methyl-D-glucamine solution as an eluent, the second fraction is collected, neutralised, a precipitate is filtered out, washed with water, dried over phosphorus pentoxide till the weight becomes constant to give purpurin 5 (5,2% calculating to the dry reaction mass taken for esterification).

Workup

  1. filtrationneutralised, purpurin 5 is filtered out
  2. washwashed with water
  3. dissolutiondissolved in 10% N-methyl-D-glucamine solution
  4. filtrationgel filtrated on a Sephadex G10 column with the use of 1% N-methyl-D-glucamine solution as an eluent
  5. customthe second fraction is collected
  6. filtrationa precipitate is filtered out
  7. washwashed with water
  8. dry with materialdried over phosphorus pentoxide till the weight

Sources & evidence

ORD record
ord-155801c873e248eba6315b31a2e189d0
Source dataset
uspto-grants-2009_06
Patent number
US07550587B2

Reaction notes

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