Trifluoroacetic acid → HCID 13689092, compound

HRID 364192Notes

Reaction equation

HRID 364192 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:22]([O-:24])=[O:23])=[C:6]([S:8][C:9]2[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[C:14]([O:20][CH3:21])[C:10]=2[C:11](O)=[O:12])[CH:7]=1.FC(F)(F)C(O)=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O>O>[Cl:1][C:2]1[C:7]2[C:11](=[O:12])[C:10]3[C:9](=[C:17]([O:18][CH3:19])[CH:16]=[CH:15][C:14]=3[O:20][CH3:21])[S:8][C:6]=2[C:5]([N+:22]([O-:24])=[O:23])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 9845Trifluoroacetic anhydride2×HCID 20240171HCID 20240171, compound

Product 1

HCID 13689092HCID 13689092, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 19.7 g (0.053 mol) of the above benzoic acid, 600 ml of trifluoroacetic acid, and 300 ml of trifluoroacetic anhydride was stirred at 50° C. for four hours, treated with an additional 70 ml of trifluoroacetic anhydride, and stirred at 50° C. for 20 hours. The reaction mixture was poured into 9 l of H2O and the precipitate that accumulated was collected and dried to give 16.4 g of 1-chloro-5,8-dimethoxy-4-nitro-9H-thioxanthen-9-one, mp 222°-228° C.

Workup

  1. stirringstirred at 50° C. for 20 hours
  2. customthe precipitate that accumulated was collected
  3. customdried

Sources & evidence

ORD record
ord-1184b6747a3e4c56b5c24e752b391c31
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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