Diethyl azodicarboxylate → HCID 15225231, compound

HRID 36851Notes

Reaction equation

HRID 36851 reaction equation
[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[NH:11][C:10]3[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=3[S:8][C:7]=2[NH:6][C:5]1=[O:19])[CH2:2][CH3:3].CCOC(/N=N/C(OCC)=O)=O>C(#N)C>[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[C:7]([S:8][C:9]3[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=3[N:11]=2)=[N:6][C:5]1=[O:19])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 5462977Diethyl azodicarboxylateHCID 15222259HCID 15222259, compound

Product 1

HCID 15225231HCID 15225231, compoundYield 78.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of the 1,5-dihydro-3-propyl-2H-pyrimido[4,5-b][1,4]benzothiazine-2,4(3H)-dione (0.55 g) in acetonitrile (40 ml) was added dropwise diethylazodicarboxylate (0.52 g) at room temperature. The mixture was stirred for two hours. After the solvent was removed, the residue was triturated with diethylether and filtered to give 3-propyl-2H-pyrimido[4,5-b][1,4]benzothiazine-2,4(3H)-dione (0.43 g, 78% yield).

Workup

  1. customAfter the solvent was removed
  2. customthe residue was triturated with diethylether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2a3ef539021d4997b293a2a9be5c1a2b
Source dataset
uspto-grants-1995_05
Patent number
US05418231

Reaction notes

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