2-Chloroethyl isocyanate → HCID 59355766, compound

HRID 1924842Notes

Reaction equation

HRID 1924842 reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]1[NH2:11].[Cl:12][CH2:13][CH2:14][N:15]=[C:16]=[O:17]>C(OCC)C>[Cl:12][CH2:13][CH2:14][NH:15][C:16]([NH:11][CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:10][CH:2]1[CH3:1])=[O:17]

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 123372132-methyl-2,3-dihydro-1H-inden-1-amine

Product 1

HCID 59355766HCID 59355766, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred mixture of 0.9 gram (0.0061 mole) of 2-methylindanylamine (known compound) in 20 mL of diethyl ether was added 0.53 gram (0.0062 mole) of 2-chloroethyl isocyanate. The reaction mixture was stirred for one hour at which time it was filtered. The filter cake was rinsed with diethyl ether, then was dried under reduced pressure to yield 1.2 grams of [(2-chloro-ethyl)amino]-N-(2-methylindanyl)carboxamide as a solid, melting point 105-106° C. The NMR spectrum was consistent with the proposed structure.

Workup

  1. filtrationwas filtered
  2. washThe filter cake was rinsed with diethyl ether
  3. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-1c2610102dd24ee199099b5f619fccd8
Source dataset
uspto-grants-2012_05
Patent number
US08178567B2

Reaction notes

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