Tetrafluoroboric acid → HCID 22163777, compound

HRID 1087737Notes

Reaction equation

HRID 1087737 reaction equation
[C:1]([CH:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[N:5][N:4]1[C:13](=[O:17])[CH:14]([CH3:16])[CH3:15])#[N:2].[F:18][B-:19]([F:22])([F:21])[F:20].[H+]>C(O)(=O)C>[F:18][B-:19]([F:22])([F:21])[F:20].[NH2:2][C:1]1[O:17][C:13]([CH:14]([CH3:15])[CH3:16])=[N+:4]2[N:5]=[CH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:3]=12

Participants

4

Reactant 2

HCID 28118Tetrafluoroboric acidHCID 22163764HCID 22163764, compound

Product 1

HCID 22163777HCID 22163777, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
15 °C

Procedure

A stirred solution of 1-cyano-2-isobutyryl-1,2-dihydrophthalazine (12.6 g) in glacial acetic acid (50 ml) at 60° C. was treated with an aqueous solution of fluoroboric acid (48% w/v; 50 ml). After stirring for 15 minutes the mixture was chilled to 15° C. and stirring was continued for a further period of 1 hour. The solid which separated was collected, washed thoroughly with diethyl ether, and dried, to give 1-amino-3-isopropyloxazolo[4,3-a]phthalazinium tetrafluoroborate (15.58 g) in the form of a bright yellow solid, m.p. 180°-182° C. [NMR (in DMSO-d6) : 1.42 (6H, d, J=7 Hz), 3.74 (1H, septet, J=7 Hz), 7.50-7.60 (1H, m), 7.85-8.05 (3H, m), 8.12 (2H, broad singlet), 8.99 (1H, s)].

Workup

  1. stirringstirring
  2. waitwas continued for a further period of 1 hour
  3. customThe solid which separated
  4. customwas collected
  5. washwashed thoroughly with diethyl ether
  6. customdried

Sources & evidence

ORD record
ord-39895c36d92e4b7a8b611d2a0c46e295
Source dataset
uspto-grants-1990_10
Patent number
US04960775

Reaction notes

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