Water → HCID 11552671, compound

HRID 1173349Notes

Reaction equation

HRID 1173349 reaction equation
[CH:1]([O-])=[O:2].[Na+].[NH2:5][C:6]1[CH:26]=[C:25]([Cl:27])[C:9]2[O:10][C:11]3[C:20]([CH3:21])=[CH:19][C:18]([C:22]([OH:24])=[O:23])=[CH:17][C:12]=3[S:13](=[O:16])(=[O:15])[CH2:14][C:8]=2[CH:7]=1.O>C(O)=O>[Cl:27][C:25]1[C:9]2[O:10][C:11]3[C:20]([CH3:21])=[CH:19][C:18]([C:22]([OH:24])=[O:23])=[CH:17][C:12]=3[S:13](=[O:15])(=[O:16])[CH2:14][C:8]=2[CH:7]=[C:6]([NH:5][CH:1]=[O:2])[CH:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2723810Sodium FormateHCID 116317172-Amino-4-chloro-6-methyl-10,10-dioxo-10,11-dihydro-5-oxa-10lambda *6*-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid

Product 1

HCID 11552671HCID 11552671, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Sodium formate (0.308 g, 4.58 mmol) was added to a solution of compound of Example 2 (0.8 g, 2.26 mmol) in formic acid 85% (8 mL) and refluxed for 2 h. The reaction mixture was diluted using water (20 mL) and the solid obtained was filtered, washed with water and dried. The product was purified by crystalisation using DMF/methanol to obtain the title compound. Yield: 0.78 g, (91%); 1H NMR (DMSO-d6, 300 MHz): δ 2.64 (s, 3H, CH3), 5.31 (s, 2H, CH2), 7.70 (s, 1H, Ar), 7.87 (s, 1H, Ar), 7.93 (s, 1H, Ar), 8.08 (s, 1H, Ar), 8.31 (s, 1H, CHO), 10.57 (s, 1H, NH); MS: m/e (ES−) 380 (M−1);

Workup

  1. temperaturerefluxed for 2 h
  2. additionThe reaction mixture was diluted
  3. customthe solid obtained
  4. filtrationwas filtered
  5. washwashed with water
  6. customdried
  7. customThe product was purified by crystalisation

Sources & evidence

ORD record
ord-d3df1a963afc4112be84fed7bee6f56d
Source dataset
uspto-grants-2010_11
Patent number
US07834052B2

Reaction notes

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