Hydrochloric Acid → 7-[4-(imidazo[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 hydrochloride

HRID 357078Notes

Reaction equation

HRID 357078 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[C:9]([S:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]3[C:26](=[O:27])[C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[C:18]4[S:19](=[O:24])(=[O:23])[CH2:20][CH2:21][CH2:22][N:17]4[C:16]3=[O:34])=[CH:8][CH:7]=[CH:6][C:5]=12.[ClH:35]>CO>[ClH:35].[N:1]1[CH:2]=[CH:3][N:4]2[C:9]([S:10][CH2:11][CH2:12][CH2:13][CH2:14][N:15]3[C:26](=[O:27])[C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)=[C:18]4[S:19](=[O:24])(=[O:23])[CH2:20][CH2:21][CH2:22][N:17]4[C:16]3=[O:34])=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189366337-[4-(imidazo[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 189368507-[4-(imidazo[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 hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1.26 g (2.61 mmol) of 7-[4-(imidazo-[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 20 ml of methanol, 0.25 ml (3 mmol) of concentrated hydrochloric acid was added. After the reaction mixture was concentrated to dryness, diethyl ether was added to the residue. The resulting crystal was collected by filtration and dried to yield 1.35 g (quant, light white crystal) of the desired product.

Workup

  1. concentrationAfter the reaction mixture was concentrated to dryness, diethyl ether
  2. additionwas added to the residue
  3. filtrationThe resulting crystal was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-53bc2e09bff54d368b86cb7fcf250ce0
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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