Methylamine → HCID 178482478, compound

HRID 986505Notes

Reaction equation

HRID 986505 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:18]=[C:17]2[N:8]([C:9](=S)[NH:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=32)[N:7]=1.ClC1C=CC(N=C=S)=C(C=1)[C:26]#[N:27].N1C=CC=C1C(NN)=O.CN>>[CH3:26][N:27]=[C:9]1[N:8]2[N:7]=[C:6]([C:2]3[NH:1][CH:5]=[CH:4][CH:3]=3)[N:18]=[C:17]2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:10]1

Participants

5

Reactant 4

HCID 6329Methylamine2×HCID 2816101h-pyrrole-2-carbohydrazideHCID 14086187HCID 14086187, compoundHCID 178527898HCID 178527898, compound

Product 1

HCID 178482478HCID 178482478, compound

Conditions

Temperature
150 °C

Procedure

A mixture of 2-(2-pyrrolyl)-5-thiono-5,6-dihydro[1,2,4]triazolo[1,5-c]quinazoline (4.28 g), prepared from 5-chloro-2-isothiocyanatobenzonitrile and 2-pyrrolecarbohydrazide as described in Example 39, is placed in a stainless steel pressure vessel with 40% aqueous methylamine saturated at 0° with methylamine gas (225 ml) and heated 6 hours at an outside temperature of 150° C. The reaction mixture is cooled to room temperature and the solid collected, washed with water and air dried. Recrystallization from aqueous methanol, then water affords pure 5-methylimino-5,6-dihydro-2-(2-pyrrolyl)-[1,2,4]triazolo-[1,5-c]quinazoline, mp 220°-221°.

Workup

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customthe solid collected
  3. washwashed with water and air
  4. customdried
  5. customRecrystallization from aqueous methanol

Sources & evidence

ORD record
ord-25c8ae493b904616aeccc8b60e5164a4
Source dataset
uspto-grants-1987_12
Patent number
US04713383

Reaction notes

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