Hydrogen Bromide → HCID 178419686, compound

HRID 2412343Notes

Reaction equation

HRID 2412343 reaction equation
[BrH:1].FC(F)(F)C(O)=O.Cl.[NH:10]1[C:14]([C:15]2[C:23](=[NH:24])[N:22]3[C:18]([S:19][C:20]4[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=43)=[N:17][CH:16]=2)=[N:13][N:12]=[N:11]1>O>[BrH:1].[NH:10]1[C:14]([C:15]2[C:23](=[NH:24])[N:22]3[C:18]([S:19][C:20]4[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=43)=[N:17][CH:16]=2)=[N:13][N:12]=[N:11]1

Participants

5

Reactant 3

HCID 260Hydrogen Bromide2×HCID 6422Trifluoroacetic acid2×HCID 178479020HCID 178479020, compound

Product 1

HCID 178419686HCID 178419686, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The product of Example 14, 350 mg. (0.0013 mole) was dissolved with heating in about 10 ml. of 48% aqueous hydrobromic acid to which 5 ml. of trifluoroacetic acid was added. After about 20 min. a yellow precipitate formed which was collected and dried, m.p. 328°-329° dec. Analyses for carbon, hydrogen, and nitrogen corresponded to the hemihydrate having the formula C11H6N6OS.1/2H2O. This product was also obtained, this time in anhydrous form, by hydrolysis of the product of Example 23, 0.11 mole, by heating on the steam bath for 20 min. with 100 ml. of trifluoroacetic acid and 20 ml. of 48% aqueous hydrobromic acid. The addition of water, 50 ml., and chilling of the mixture resulted in the precipitation of 11.6 g of 3-(1H-tetrazol-5-yl)-4H-pyrimido[2,1-b]benzothiazol-4-imine hydrobromide which was separated by filtration. The filtrate was concentrated by distillation which resulted in crystallization of the desired product, yield 2 g. (7%), which was recrystallized from dimethylformamide as a light yellow solid, m.p. 317.0-318.0° dec. Analyses for carbon, hydrogen, and nitrogen confirmed the formula C11H6N6OS.

Workup

  1. dissolution(0.0013 mole) was dissolved
  2. temperaturewith heating in about 10 ml
  3. customAfter about 20 min. a yellow precipitate formed which
  4. customwas collected
  5. customdried
  6. customThis product was also obtained
  7. temperatureby heating on the steam bath for 20 min. with 100 ml
  8. temperature, and chilling of the mixture

Sources & evidence

ORD record
ord-1927bfa5ad81487d9be548d3a080ae78
Source dataset
uspto-grants-1985_01
Patent number
US04491587

Reaction notes

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