Sodium Hydroxide → HCID 22757257, compound

HRID 65628Notes

Reaction equation

HRID 65628 reaction equation
[N-]=C=O.[CH2:4]([C:6]1([CH2:21][CH2:22][N:23]=C=O)[C:18]2[N:17]([CH2:19][CH3:20])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH2:9][CH2:8][CH2:7]1)[CH3:5].[OH-].[Na+]>Cl>[CH2:4]([C:6]1([CH2:21][CH2:22][NH2:23])[C:18]2[N:17]([CH2:19][CH3:20])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH2:9][CH2:8][CH2:7]1)[CH3:5]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 105034IsocyanateHCID 54283313HCID 54283313, compound

Product 1

HCID 22757257HCID 22757257, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of the isocyanate, isocyanic acid 2-(1,9-diethyl-1,2,3,4-tetrahydrocarbazol-1-yl)ethyl ester (296 mg) described in Example 222, in 20% aqueous HCl (10 ml) is stirred and heated at 100° C. for 16 hr under nitrogen. The cooled solution is rendered alkaline witn 40% NaOH, saturated with NaCl and extracted with chloroform. The extract is dried (MgSO4) and concentrated to give the title compound, nmr (CDCl3) δ 0.7 (t, J = 7, 3H), 1.27 (t, J = 7, 3H), 4.0 (q, J = 7, 2H), 5.45 (b, 2H), 6.85-7.65 (m, 4H).

Workup

  1. extractionsaturated with NaCl and extracted with chloroform
  2. dry with materialThe extract is dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-25c3420ccc8744ba81f194c87f4630e6
Source dataset
uspto-grants-1978_12
Patent number
US04128560

Reaction notes

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