Hydrochloric Acid → HCID 66811501, compound

HRID 1097296Notes

Reaction equation

HRID 1097296 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17]C(=O)C2C(=CC=CC=2)C(O)=O)[CH2:9][CH2:8]1)([OH:3])=[O:2].[ClH:29]>>[ClH:29].[ClH:29].[ClH:29].[NH2:17][CH2:16][CH2:15][CH2:14][CH2:13][N:10]1[CH2:11][CH2:12][N:7]([CH2:6][CH2:5][CH2:4][C:1]([OH:3])=[O:2])[CH2:8][CH2:9]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 59708800HCID 59708800, compound

Product 1

HCID 66811501HCID 66811501, compoundYield 95%

Conditions

Temperature
100 °C

Procedure

In a sealable vessel, the acid-amide 12 (0.22 g, 0.55 mmol) was dissolved in concentrated hydrochloric acid (5 mL). The reaction vessel was sealed and heated to 100° C. for 9 hours, and then cooled to 0° C. The precipitate was collected by vacuum filtration. The collected solids were dried under vacuum to give 13 (0.19 g, 95%) as an off-white solid: 1H NMR (300 MHz, CD3OD) δ 1.78-2.15 (m, 8H), 2.45-2.56 (m, 3H), 3.01 (t, J=7.30 Hz, 2H), 3.31-3.42 (m, 6H), 3.57-4.51 (m, 6H). Compound 13 was employed in the next reaction without further purification

Workup

  1. customThe reaction vessel was sealed
  2. temperaturecooled to 0° C
  3. filtrationThe precipitate was collected by vacuum filtration
  4. customThe collected solids were dried under vacuum

Sources & evidence

ORD record
ord-97b25401dcc14e178ba891702b8b159b
Source dataset
uspto-grants-2012_03
Patent number
US08143256B2

Reaction notes

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