Melamine → HCID 131716453, compound

HRID 2165222Notes

Reaction equation

HRID 2165222 reaction equation
[N:1]1[C:8]([NH2:9])=[N:7][C:5]([NH2:6])=[N:4][C:2]=1[NH2:3].[C:10](Cl)(=[O:14])C(Cl)=[O:12].[N:16]1[CH:21]=NC=NC=1>[N+](C1C=CC=CC=1)([O-])=O>[N-:9]=[C:8]=[O:12].[N-:1]=[C:10]=[O:14].[N-:16]=[C:21]=[O:12].[N:1]1[C:8]([NH2:9])=[N:7][C:5]([NH2:6])=[N:4][C:2]=1[NH2:3]

Participants

5

Reactant 3

HCID 7955MelamineHCID 92621,3,5-TriazineHCID 65578Oxalyl chloride

Product 1

HCID 131716453HCID 131716453, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

To a suitable reactor equipped with an efficient reflux condenser and CaSO4 drying tube was charged 2.52 grams of melamine, 60 ml of oxalyl chloride and 60 ml of nitrobenzene and the mixture was brought to reflux with good stirring. The reaction mixture became homogeneous within 72 hours. The excess oxalyl chloride was first removed under slight vacuum at a bath temperature of 80° C. and then the nitrobenzene was removed at less than 1 mm of Hg, allowing the bath to rise to 140° C. The product obtained after stripping was a very light tan, clear semi-solid which showed an intense NCO band in the IR spectrum at 2250 cm-1 and also had other expected bands for s-triazine.

Workup

  1. customTo a suitable reactor equipped with an efficient reflux condenser and CaSO4 drying tube
  2. temperatureto reflux with good stirring
  3. customThe excess oxalyl chloride was first removed under slight vacuum at a bath temperature of 80° C.
  4. customthe nitrobenzene was removed at less than 1 mm of Hg
  5. customto rise to 140° C
  6. customThe product obtained

Sources & evidence

ORD record
ord-93b11e4a72264aedb2dcee3cf1d05a05
Source dataset
uspto-grants-1990_07
Patent number
US04939213

Reaction notes

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