Water → HCID 22156132, compound

HRID 1074235Notes

Reaction equation

HRID 1074235 reaction equation
ClS([N:5]=[C:6]=[O:7])(=O)=O.[CH3:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[NH:18][C:19]1[N:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[N:20]=1.O>C(OCC)(=O)C>[C:6]([N:18]([C:19]1[N:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[C:26]2[CH2:25][CH2:24][CH2:23][CH2:22][C:21]=2[N:20]=1)[C:10]1[C:11]([N+:15]([O-:17])=[O:16])=[CH:12][CH:13]=[CH:14][C:9]=1[CH3:8])(=[O:7])[NH2:5]

Participants

5

Reactant 3

HCID 962WaterHCID 70918Chlorosulfonyl isocyanateHCID 22156165HCID 22156165, compound

Product 1

HCID 22156132HCID 22156132, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

2.2 ml of chlorosulfonyl isocyanate are added at 3° C. to a solution of 7.0 g of 2-(2-methyl-6-nitrophenylamino)-5,6,7,8-tetrahydro-4-trifluoromethyl-quinazoline in 100 ml of ethyl acetate. The whole is stirred for one hour while cooling on an ice-bath, and subsequently 50 ml of ethyl acetate and 30 ml of water are added. The organic phase is separated off, washed with brine, dried and concentrated in vacuo. The residue is triturated with hexane, the product crystallising out. 7.8 g of the title compound of formula ##STR25## are isolated in the form of crystals having a melting point of 161°-162° C. (decomp.) (comp. No. 1.563).

Workup

  1. temperaturewhile cooling on an ice-bath
  2. customThe organic phase is separated off
  3. washwashed with brine
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe residue is triturated with hexane
  7. customthe product crystallising out

Sources & evidence

ORD record
ord-09aab46f43234ba68fb738cc11a4034f
Source dataset
uspto-grants-1990_11
Patent number
US04973690

Reaction notes

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