Lithium hydroxide, monohydrate → HCID 67437973, compound

HRID 931613Notes

Reaction equation

HRID 931613 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:15]3([CH2:20][CH2:19][S:18][C:17]([NH:21]C(=O)C4C=CC([N+]([O-])=O)=CC=4)=[N:16]3)[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([I:33])[CH:13]=3)[O:8][C:5]2=[N:6][CH:7]=1.O.[OH-].[Li+]>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:15]3([CH2:20][CH2:19][S:18][C:17]([NH2:21])=[N:16]3)[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([I:33])[CH:13]=3)[O:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67437745HCID 67437745, compound

Product 1

HCID 67437973HCID 67437973, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of N-(3-bromo-7-iodo-5′,6′-dihydrospiro[chromeno[2,3-b]pyridine-5,4′-[1,3]thiazin]-2′-yl)-4-nitrobenzamide (0.906 g, 1.422 mmol) and lithium hydroxide hydrate (0.179 g, 4.27 mmol) in MeOH (28.4 ml) was heated to reflux for 3 hours. The solvent was removed under reduced pressure to afford 3-bromo-7-iodo-5′,6′-dihydrospiro[chromeno[2,3-b]pyridine-5,4′-[1,3]thiazin]-2′-amine as a pink solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-b2bc813e2f704129933a3b90233519cc
Source dataset
uspto-grants-2016_03
Patent number
US09296759B2

Reaction notes

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