Hydrochloric Acid → HCID 178489479, compound

HRID 1410184Notes

Reaction equation

HRID 1410184 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH2:5][NH:6][NH:7][C:8](=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[N:20]#[C:21][NH2:22].Cl>O1CCOCC1.O>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH2:5][N:6]1[CH:21]([NH2:22])[NH:20][C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:7]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 13221061HCID 13221061, compound

Product 1

HCID 178489479HCID 178489479, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
120 °C

Procedure

Benzoic acid N′-(2-methoxybenzyl)hydrazide (200 mg, 0.78 mmol from 5.2) was dissolved in a mixture of 1.5 mL dioxane and 1 mL water, combined with 164 mg (3.9 mmol) cyanamide dissolved in 1 mL water, adjusted to pH 2 with 1 N HCl, then stirred for 4 hr at 120° C. in a microwave oven at 200 watts power. The pH was checked every 30 minutes and readjusted to pH 2 as necessary. The resulting solid was then suctioned off, washed with a small quantity of diethyl ether, and dried (65 mg target product in the form of a light yellow solid).

Workup

  1. waitThe pH was checked every 30 minutes
  2. washwashed with a small quantity of diethyl ether
  3. customdried (65 mg target product in the form of a light yellow solid)

Sources & evidence

ORD record
ord-02df6a38a4784e5e996f29a64f0e2b95
Source dataset
uspto-grants-2014_12
Patent number
US08921406B2

Reaction notes

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