Trifluoroacetic acid → HCID 178473797, compound

HRID 1607167Notes

Reaction equation

HRID 1607167 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3](O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:22]([N:25]1[C:33]2[C:28](=[CH:29][C:30]([NH2:35])=[C:31]([NH2:34])[CH:32]=2)[C:27]([CH3:37])([CH3:36])[CH2:26]1)(=[O:24])[CH3:23]>>[C:22]([N:25]1[C:33]2=[CH:32][C:31]3[NH:34][C:3]([C:2]([F:7])([F:6])[F:1])=[N:35][C:30]=3[CH:29]=[C:28]2[C:27]([CH3:37])([CH3:36])[CH2:26]1)(=[O:24])[CH3:23]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14812Phosphorus oxide (P4O10)HCID 14183251HCID 14183251, compound

Product 1

HCID 178473797HCID 178473797, compoundYield 31%

Conditions

Temperature
90 °C

Procedure

A mixture of 60 g. polyphosphoric acid, 1.6 ml. trifluoroacetic acid, 18 g. phosphorus pentoxide and 4.0 g. (18 mmole) 1-acetyl-5,6-diamino-3,3-dimethylindoline (Example 2b) is stirred for 7 hours at 150°-160° C. The reaction mixture is allowed to cool to 90° C., poured on to ice, left to stand overnight and filtered to give 1.7 g. (31%) of the title compound; m.p. 290°-291° C.

Workup

  1. additionA mixture of 60 g
  2. additionpoured on to ice
  3. waitleft
  4. filtrationfiltered
  5. customto give 1.7 g

Sources & evidence

ORD record
ord-eb5efc73f74a4e2db9cd7b7831fb62ad
Source dataset
uspto-grants-1989_09
Patent number
US04863945

Reaction notes

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