Sodium Sulfide → HCID 178508202, compound

HRID 536236Notes

Reaction equation

HRID 536236 reaction equation
Br.C[O:3][C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[N:9]([CH2:15][CH2:16][N:17]=3)[C:10]([NH2:14])=[N:11][C:12]=2[CH:13]=1.[S-2].[Na+].[Na+]>CN1CCCC1=O>[NH2:14][C:10]1[N:9]2[CH2:15][CH2:16][N:17]=[C:8]2[C:7]2[CH:6]=[CH:5][C:4]([OH:3])=[CH:13][C:12]=2[N:11]=1

Participants

4

Reactant 2

HCID 14804Sodium SulfideHCID 1784195958-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine;hydrobromide

Product 1

HCID 178508202HCID 178508202, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
160 °C

Procedure

8-Methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine (Step 3, 1.00 g, 0.002 mol) was dissolved in 1-methyl-2-pyrrolidinone (20 ml) and treated with sodium sulfide (0.76 g, 0.010 mol) and heated to 160° C. for 5 h. It was cooled, filtered from reaction rinsing with EtOAc. The solid was dissolved in a minimal amount of water and brought to pH=1 with 2N HCl, then back to pH=7 with 1N NaOH and filtered.

Workup

  1. temperatureIt was cooled
  2. filtrationfiltered from reaction
  3. washrinsing with EtOAc
  4. dissolutionThe solid was dissolved in a minimal amount of water
  5. filtrationback to pH=7 with 1N NaOH and filtered

Sources & evidence

ORD record
ord-194a98ff71dd40aaaa850a56545bf770
Source dataset
uspto-grants-2014_10
Patent number
US08859572B2

Reaction notes

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