Phosgene → HCID 13562314, compound

HRID 980753Notes

Reaction equation

HRID 980753 reaction equation
[CH3:1][S:2]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[S:10]([NH2:13])(=[O:12])=[O:11])(=[O:4])=[O:3].C1N2CCN(CC2)C1.[C:22](Cl)(Cl)=[O:23]>C1(C)C(C)=CC=CC=1>[CH3:1][S:2]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[S:10]([N:13]=[C:22]=[O:23])(=[O:12])=[O:11])(=[O:3])=[O:4]

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 9237DabcoHCID 13322003HCID 13322003, compound

Product 1

HCID 13562314HCID 13562314, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

A suspension of 3.3 g of the N-(n-butylamino carbonyl) derivative of (XXV) in 75 ml of xylene containing 0.5 g of DABCO was heated to 125°-130° and a solution of 1.8 ml of liquid phosgene in 2 ml of xylene was added. The mixture was heated at reflux for an additional 1.5 hour, cooled under nitrogen, and concentrated to dryness in vacuo. A sample of the crude product displayed a characteristic sulfonyl isocyanate band in the IR at 2200 cm-1.

Workup

  1. temperaturewas heated to 125°-130°
  2. temperatureThe mixture was heated
  3. temperatureat reflux for an additional 1.5 hour
  4. temperaturecooled under nitrogen
  5. concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record
ord-b4434b39fa3a4f628c707963d89386a7
Source dataset
uspto-grants-1987_01
Patent number
US04639265

Reaction notes

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