Sodium Hydroxide → HCID 12992512, compound

HRID 354073Notes

Reaction equation

HRID 354073 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]3[CH:13]=[C:14]([NH:17]C(=O)C)[CH:15]=[CH:16][C:10]=3[C:9]=2[C:21](=[O:37])[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][N:31]3[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:24][CH:23]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[NH2:17][C:14]1[CH:15]=[CH:16][C:10]2[C:9]([C:21]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH2:30][N:31]4[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]4)=[CH:26][CH:27]=3)=[O:37])=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=3)[S:12][C:11]=2[CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12992511HCID 12992511, compound

Product 1

HCID 12992512HCID 12992512, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product from Step 4, Example 12 (400 mg, 0.78 mmol) and 2.4 mL of 5N NaOH in 24 mL of ethanol was stirred at reflux for 48 hrs. The ethanol was evaporated off and the residue was diluted with water and acidified with 1N HCl to pH3. The aqueous solution was then made basic with saturated sodium bicarbonate solution. A solid precipitated and was filtered to yield the title compound.

Workup

  1. temperatureat reflux for 48 hrs
  2. customThe ethanol was evaporated off
  3. additionthe residue was diluted with water
  4. customA solid precipitated
  5. filtrationwas filtered

Sources & evidence

ORD record
ord-4ea4e7c973c64c69a2dfd836ffc7743e
Source dataset
uspto-grants-2004_06
Patent number
US06756388B1

Reaction notes

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