Hydrochloric Acid → 7-[4-(3-dimethylaminomethylimidazo[1,2-a]pyridin-5-ylthio)butyl]1,1-dioxo-9-phenyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione dihydrochloride

HRID 357165Notes

Reaction equation

HRID 357165 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[N:9]2[C:10]([S:14][CH2:15][CH2:16][CH2:17][CH2:18][N:19]3[C:30](=[O:31])[C:29]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[C:22]4[S:23](=[O:28])(=[O:27])[CH2:24][CH2:25][CH2:26][N:21]4[C:20]3=[O:38])=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][CH:6]=1)[CH3:3].[ClH:39]>CO>[ClH:39].[ClH:39].[CH3:1][N:2]([CH2:4][C:5]1[N:9]2[C:10]([S:14][CH2:15][CH2:16][CH2:17][CH2:18][N:19]3[C:30](=[O:31])[C:29]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=4)=[C:22]4[S:23](=[O:28])(=[O:27])[CH2:24][CH2:25][CH2:26][N:21]4[C:20]3=[O:38])=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][CH:6]=1)[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189368447-[4-(3-dimethylaminomethylimidazo[1,2-a]pyridin-5-ylthio)butyl]-1,1-dioxo-9-phenyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione

Product 1

HCID 189368497-[4-(3-dimethylaminomethylimidazo[1,2-a]pyridin-5-ylthio)butyl]1,1-dioxo-9-phenyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 0.40 g (0.722 mmol) of 7-[4-(3-dimethylaminomethylimidazo[1,2-a]pyridin-5-ylthio)butyl]-1,1-dioxo-9-phenyl-3,4-dihydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-6,8(7H)-dione in 10 ml of methanol, 0.18 ml (2.2 mmol) of concentrated hydrochloric acid was added. After the reaction mixture was concentrated to dryness, the residue was washed with diethyl ether to yield 0.36 g (79.5%, light white foamy substance) of the desired product.

Workup

  1. concentrationAfter the reaction mixture was concentrated to dryness
  2. washthe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-dec0c6cb87764155affe6ba73136bb42
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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