Butyl isocyanate → HCID 21473106, compound

HRID 2293915Notes

Reaction equation

HRID 2293915 reaction equation
[I:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[S:12]([NH2:15])(=[O:14])=[O:13].[CH2:16]([N:20]=[C:21]=[O:22])[CH2:17][CH2:18][CH3:19].C1CCN2C(=NCCC2)CC1>CC(C)=O>[I:1][C:2]1[C:3]([S:12]([NH:15][C:21]([NH:20][CH2:16][CH2:17][CH2:18][CH3:19])=[O:22])(=[O:14])=[O:13])=[CH:4][CH:5]=[CH:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 3

HCID 8110Butyl isocyanateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 21473103HCID 21473103, compound

Product 1

HCID 21473106HCID 21473106, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

27.3 g of 2-iodo-3-methoxycarbonylbenzenesulfonamide and 9.0 ml of n-butyl isocyanate in 300 ml of absolute acetone are treated with 12 ml of DBU at room temperature and heated at the boil for 3 hours. The reaction solution is cooled to room temperature, concentrated to approximately 1/3 of its volume and poured into 1 l of water. The aqueous phase is acidified with concentrated hydrochloric acid to a pH of 1-2, and the precipitate obtained is filtered off with suction. 31.3 g of methyl 2-iodo-[[[(n-butylamino)carbonyl]amino]sulfonyl]benzoate of melting point 163°-7° C. are obtained.

Workup

  1. temperatureheated at the boil for 3 hours
  2. concentrationconcentrated to approximately 1/3 of its volume
  3. additionpoured into 1 l of water
  4. customthe precipitate obtained
  5. filtrationis filtered off with suction

Sources & evidence

ORD record
ord-6f531fb86b1346878cc51c2d4b9fce6e
Source dataset
uspto-grants-1997_11
Patent number
US05688745

Reaction notes

Loading…