Formic Acid → HCID 12111483, compound

HRID 1159445Notes

Reaction equation

HRID 1159445 reaction equation
[NH2:1][C:2]1[C:3]([C:8]([NH:10][OH:11])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH:12](O)=O.[K+].[Br-]>O>[OH:11][N:10]1[C:8](=[O:9])[C:3]2[N:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=[CH:12]1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 253877Potassium BromideHCID 45084363HCID 45084363, compound

Product 1

HCID 12111483HCID 12111483, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.224 g (8 mmol) of the product produced in Step D of Example 3 and 3 ml of 98% formic acid were heated under reflux for 15 minutes after which 8 ml of water was added, and the whole was boiled for 15 minutes and cooled to room temperature. The precipitate that separated was collected by filtration and washed with water (2×5 ml). After being boiled with ethanol twice, there was obtained 0.71 g (55%) of HODhad, which was obtained in an analytically pure form as a yellow solid: mp 318.5-320° C. (dec.); 1H NMR (DMSO-d6): δ12.15 (br, 1H, OH), 8.85 (dd, 1H), 8.69 (s, 1H, CH), 8.17 (dd, 1H), 7.84 (dd, 1H); IR (KBr): 2625 (broad, OH), 1683 (sh, vs, CON), 1600 (w), 1446 (m), 1410 (s), 1359 (s), 1223 (s), 990 (s), 902 (m), 791 (s) cm−1.

Workup

  1. temperaturewere heated
  2. additionwas added
  3. customThe precipitate that separated
  4. filtrationwas collected by filtration
  5. washwashed with water (2×5 ml)
  6. customthere was obtained 0.71 g (55%) of HODhad
  7. customwhich was obtained in an analytically pure form as a yellow solid

Sources & evidence

ORD record
ord-058e3f8e44594209833743bdc1f34240
Source dataset
uspto-grants-2010_10
Patent number
US07812158B2

Reaction notes

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